Sythesis and The Reagents

ISSN 0265-4245 5608256303 January 2005
Graphical abstracts of
new developments
www.rsc.org/mos
METHODS IN
ORGANIC SYNTHESIS
CONTENTS
Editorial . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2
Angewandte Chemie, International Edition . . . . . . . . . . . . . . . . . 3
Chemical Communications . . . . . . . . . . . . . . . . . . . . . . . . 4
European Journal of Organic Chemistry . . . . . . . . . . . . . . . . . . 8
Helvetica Chimica Acta . . . . . . . . . . . . . . . . . . . . . . . . . . 8
Journal of Organic Chemistry . . . . . . . . . . . . . . . . . . . . . . . 8
Journal of the American Chemical Society . . . . . . . . . . . . . . . . 10
New Journal of Chemistry . . . . . . . . . . . . . . . . . . . . . . . 15
Organic & Biomolecular Chemistry . . . . . . . . . . . . . . . . . . . . 15
Organic Letters . . . . . . . . . . . . . . . . . . . . . . . . . . . . 15
Synthesis . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 23
Synthetic Communications . . . . . . . . . . . . . . . . . . . . . . . 27
Tetrahedron . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 33
Tetrahedron Letters . . . . . . . . . . . . . . . . . . . . . . . . . . 35
Books, Reviews and Conference Proceedings . . . . . . . . . . . . . . . 40
Author Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 41
Reagent Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . 43
Reaction Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . 45
Reactant Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . 46
Product Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 47
Journal Selection . . . . . . . . . . . . . . . . . . . . . . . . . . . 49
Abbreviations . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 50
Royal Society of Chemistry 2005
Editorial
2 METHODS IN ORGANIC SYNTHESIS January 2005

Editorial
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Angewandte Chemie, International Edition
56082 A practical and mild method for the highly selective conversion of terminal alkenes into aldehydes
through epoxidationisomerization with ruthenium(IV)catalysts
J. Chen, C.-M. Che*, Angew. Chem., Int. Ed., 2004, 43(37), 4950-4954
catalyst
CDCl
3
, 60 C, 2 h
14 examples (8199%) 96%
CHO
2,6-dichloropyridine N-oxide,
air
Ru
Cl
Cl
catalyst =
56083 Enantioselective hydrogenation of -ketoesters with monodentate ligands
K. Junge, B. Hagemann, S. Enthaler, G. Oehme, M. Michalik, X. Monsees, T. Riermeier, U. Dingerdissen, M. Beller*, Angew.
Chem., Int. Ed., 2004, 43(38), 5066-5069
80 C, H
2
(60 bar), 16 h
>99%, 28% ee (S) 38 examples (28>99%, 295% ee)
[L
2
RuBr
2
]
H
3
C OCH
3
O O
H
3
C OCH
3
OH O
O
O
P OPh L =
56084 Diuoromethyl phenyl sulfone, a diuoromethylidene equivalent: use in the synthesis of
1,1-diuoro-1-alkenes
G. K. S. Prakash*, J. Hu, Y. Wang, G. A. Olah, Angew. Chem., Int. Ed., 2004, 43(39), 5203-5206
The alkyl-substituted diuoromethyl sulfones can be synthesized from diuoromethyl phenyl sulfone, the
appropriate alkyl iodide and potassium tert-butoxide (13 examples, 3784%)
THF, 20 C rt
87%
8 examples (5588%)
t
BuOK
PhO SO
2
Ph
PhO
56085 Evidence for the formation of an iodosylbenzene(salen)iron(III)-catalyzed asymmetric sulde oxidation
K. P. Bryliakov*, E. P. Talsi, Angew. Chem., Int. Ed., 2004, 43(39), 5228-5230
CH
2
Cl
2
, 0 C, 2 h
94% conversion,
92% selectivity,
58% ee (S)-()-isomer
3 examples (7466% conversion,
catalyst
Ph S
Ph
Ph S
Ph
O
6999% selectivity,
2062% ee)
N N
O O
Fe
Cl
H H
catalyst =
PhIO
56086 Development of a ruthenium-catalyzed asymmetric epoxidation procedure with hydrogen peroxide as
the oxidant
M. K. Tse, C. Dobler, S. Bhor, M. Klawonn, W. Magerlein, H. Hugl, M. Beller*, Angew. Chem., Int. Ed., 2004, 43(39), 5255-5260
t
BuOH, rt, 12 h
12 examples (59100% yield,
72100% selectivity,
2884% ee)
30% aq. H
2
O
2
Ph
Ph
O
catalyst
93% yield
93% selectivity
80% ee
catalyst =
N
O
N N
O
Ru
N
O
O
O
O
METHODS IN ORGANIC SYNTHESIS January 2005 3
56087 Gold(I)-catalyzed 5-endo-dig carbocyclization of acetylenic dicarbonyl compounds
S. T. Staben, J. J. Kennedy-Smith, F. D. Toste*, Angew. Chem., Int. Ed., 2004, 43(40), 5350-5352
CH
2
Cl
2
, rt, 5 min
83%
12 examples (7499%)
[Au(PPh
3
)]Cl, AgOTf
OMe
O O
MeO
O
O
56088 Ru- and Rh-catalyzed CC bond cleavage of cyclobutanones: reconstructive and selective synthesis of
2-pyranones, cyclopentenes, and cyclohexenones
T. Kondo, Y. Taguchi, Y. Kaneko, M. Niimi, T. Mitsudo*, Angew. Chem., Int. Ed., 2004, 43(40), 5369-5372
toluene, 100 C, 2 h
86%
4 examples (7586%)
[RhCl(CO)
2
]
2
or [RuCl
2
(CO)
3
]
2
O
O
O
56089 Carboamination: additions of imine C1N bonds across alkynes catalyzed by imidozirconium complexes
R. T. Ruck, R. L. Zuckermann, S. W. Krska, R. G. Bergmann*, Angew. Chem., Int. Ed., 2004, 43(40), 5372-5374
C
6
D
6
, 145 C, 3096 h
80%
7 examples (5885%)
N
N
Cp
2
Zr N
Ph Ph
OMe
O
Ph
O
Ph
Ph
Ph
56090 Zirconium-mediated conversion of amides to nitriles: a surprising additive effect
R. T. Ruck, R. G. Bergmann*, Angew. Chem., Int. Ed., 2004, 43(40), 5375-5377
[D
8
]THF, 105 C, 48 h
8 examples (91100%)
Cp
2
ZrMe
2
NH
2
O
96%
LiCl
CN
56091 Electrophilic alkylations in neutral aqueous or alcoholic solutions
M. Hoffmann, N. Hampel, T. Kanzian, H. Mayr*, Angew. Chem., Int. Ed., 2004, 43(40), 5402-5405
CF
3
CH
2
OH, rt
70%
19 examples (33100%)
2,6-lutidine
Cl
MeO MeO
O O
Chemical Communications
56092 Direct arylation of aromatic CH bonds catalyzed by Cp*Ir complexes
K.-i. Fujita*, M. Nonogawa, R. Yamaguchi*, Chem. Commun., 2004, (17), 1926-1927
[
5
-C
5
Me
5
IrHCl]
2
KO
t
Bu, 80 C, 30 h
9 examples (3272%) 70%
I
56093 First catalytic asymmetric synthesis of -amino--polyuoroalkyl ketones via proline-catalysed direct
asymmetric carboncarbon bond formation reaction of polyuoroalkylated aldimines
K. Funabiki*, M. Nagamori, S. Goushi, M. Matsui, Chem. Commun., 2004, (17), 1928-1929
L-proline
acetone, rt, 7 d
19 examples (ee 20.498.0%) 98% ee, 71% yield, 99 : 1 = S : R
C
6
H
4
OMe-p
O
F
2
HC
NH O
p-MeOC
6
H
4 F
F
56094 A highly efcient gold/silver-catalyzed addition of arenes to imines
Y. Luo, C.-J. Li*, Chem. Commun., 2004, (17), 1930-1931
CH
2
Cl
2
, 0 C, 12 h
9 examples (3485%) 85%
AuCl
3
AgOTf
OMe
MeO OMe
EtO
2
CHC NTs
OMe
MeO OMe
CO
2
Et
NHTs
56095 CuI-catalyzed coupling reaction of aryl halides with terminal alkynes in the absence of palladium and
phosphine
D. Ma*, F. Liu, Chem. Commun., 2004, (17), 1934-1935
CuIN,N-dimethylglycine
K
2
CO
3
, DMF, 100 C, 24 h
26 examples (6098%) 98%
H 3-NO
2
C
6
H
4
I 3-NO
2
C
6
H
4
Ph Ph
56096 Radical addition of nitrones to acrylates mediated by SmI
2
: asymmetric synthesis of -amino acids
employing carbohydrate-based chiral auxiliaries
S. A. Johannesen, S. Albu, R. G. Hazell, T. Skrydstrup*, Chem. Commun., 2004, (17), 1962-1963
THF, 78 C, 20 h
9 examples (5480%) 71%, >95 : 5 ds
SmI
2
O
Cy
N
O
O
O
O
OnBu
O
Cy
N
HO
O
O
O
OnBu
56097 (Bu
3
Sn)
2
TBAF: a new combination reagent for the reduction and deuteration of aryl bromides and iodides
D. C. Harrowven*, I. L. Guy, M. I. T. Nunn, Chem. Commun., 2004, (17), 1966-1967
(Bu
3
Sn)
2
TBAF
PhMe, 90 C, 1 h
13 examples (9099%) 97%
O
O
H
S S
Br
O
O
H
S S
56098 Palladium catalysed cross-coupling reactions of silylamines
C. J. Smith*, T. R. Early, A. B. Holmes*, R. E. Shute, Chem. Commun., 2004, (17), 1976-1977
Pd(OAc)
2
,
P(t-Bu)
2
(o-biphen)
Sc
2
Co
3
, scCO
2
,
100 C, 17 h
18 examples (2584%) 84%
CO
2
Me
N
TMS
CO
2
Me
Br
MeO
2
C CO
2
Me
N
56099 A highly efcient heterogeneous catalytic system for Heck reactions with a palladium colloid layer
reduced in situ in the channel of mesoporous silica materials
L. Li, J.-l. Shi*, J.-n. Yan, Chem. Commun., 2004, (17), 1990-1991
NEt
3
, 120 C, 50 min
8 examples (conversion 37100%, yield 8599%) 100% conversion, 99% yield
Pd-SBA
Br COMe
Ph
MeOC
Ph
56100 Highly efcient and recyclable heterogeneous asymmetric transfer hydrogenation of ketones in water
P. N. Liu, J. G. Deng, Y. Q. Tu*, S. H. Wang, Chem. Commun., 2004, (18), 2070-2071
[RuCl
2
(p-cymene)]
2
silica gel
Bu
4
NBr, HCO
2
Na, 311 h
11 substrate examples (ee 90>99%) >99% conversion, 94% ee
Cl
O
Cl
OH
56101 First example of ring expansion of activated quinolines and isoquinolines: novel benzoazepines
J. S. Yadav*, B. V. Subba Reddy, M. K. Gupta, A. Prabhakar, B. Jagadeesh, Chem. Commun., 2004, (18), 2124-2125
1,2-dichloroethane,
reflux, 0.5 h
11 examples (8098%) 98%
Cu(OTf)
2
N O
O
Cl
N
2
CHCOPh N
COPh
O
O
56102 Practical highly enantioselective synthesis of terminal propargylamines. An expeditious synthesis
of (S)-(+)-coniine
N. Gommermann, P. Knochel*, Chem. Commun., 2004, (20), 2324-2325
(i) CuBr, (R)-Quinap
toluene, rt, 3 d
(ii) TBAF
15 examples (7297% yield, 8498% ee) 84% yield, 98% ee
i-Pr
H
NBn
2
i-PrCHO H SiMe
3
HNBn
2
(R)-Quinap =
N
PPh
2
56103 First asymmetric SmI
2
-induced cross-coupling of Cr(CO)
3
aromatic nitrone complexes with carbonyl
compounds
M. Chavarot, M. Rivard, F. Rose-Munch*, E. Rose, S. Py, Chem. Commun., 2004, (20), 2330-2331
THF, 78 C, 30 min
6 examples (yield 6596%, dr >95 : 5) 96% yield, >95 : 5 dr
SmI
2
Me
Cr(CO)
3
N
H
Bn
O
But H
O
Me
Cr(CO)
3
N
OH
Bn tBu
OH
H
56104 An active ferrocenyl triarylphosphine for palladium-catalyzed SuzukiMiyaura cross-coupling of aryl
halides
F. Y. Kwong*, K. S. Chan, C. H. Yeung, A. S. C. Chan*, Chem. Commun., 2004, (20), 2336-2337
Pd
2
(dba)
3
, L
KF, THF, N
2
, rt, 24 h
17 examples (8398%) 98%
MeO Br
OMe
B(OH)
2
MeO
OMe
L =
PPh
2
Fe
56105 A novel strategy for the preparation of arylhydroxylamines: chemoselective reduction of aromatic nitro
compounds using bakers yeast
F. Li, J. Cui*, X. Qian*, R. Zhang, Chem. Commun., 2004, (20), 2338-2339
baker's yeast
phosphate buffer, glucose,
30 C, 1 h
10 examples (conversion 86100%,
c : d = 70 : 30 to >98 : 2)
conversion 99%
NO
2
CN
CN CN
CN
NHOH NH
2
CN
CN
c
>98
d
2
:
:
56106 Polysulfones: solid organic catalysts for the chemoselective cleavage of methyl-substituted allyl ethers
under neutral conditions
D. Markovic, P. Steunenberg, M. Ekstrand, P. Vogel*, Chem. Commun., 2004, (21), 2444-2445
cyclohexane, 80 C
85% 12 substrates (8596%)
O
HO
HO
OCH
2
C(Me)=CH
2
O
O
O
HO
HO
OH
O
O
SO
2
SO
2
Na
n
56107 BINOL catalyzed enatioselective addition of titanium phenylacetylide to aromatic ketones
P. G. Cozzi*, S. Alesi, Chem. Commun., 2004, (21), 2448-2449
BuLi, ClTi(O
i
Pr)
3
, 30 C, 24 h
70%, 89% ee 8 ketone substrates (2898%, 2890% ee)
(R,R)-BINOL
Ph
O
+
HO
Ph
56108 L-Proline catalyzed asymmetric transfer aldol reaction between diacetone alcohol and aldehydes
S. Chandrasekhar*, C. Narsihmulu, N. R. Reddy, S. S. Sultana, Chem. Commun., 2004, (21), 2450-2451
DMSO, rt, 4 h
86%, 71% ee 10 substrates (4091%, 4896% ee)
L-Proline
H
O
+
O
2
N
diacetone alcohol
NO
2
O OH
56109 The rst tandem double palladium-catalyzed aminations: synthesis of dipyrido[1,2-a:3,2-d]imidazole and
its benzo- and aza-analogues
K. T. J. Loones, B. U. W. Maes*, R. A. Dommisse, G. L. F. Lemiere, Chem. Commun., 2004, (21), 2466-2467
CsCO
3
, toluene, reflux, 17 h
Pd(OAc)
2
, BINAP or XANTPHOS
+
N
N
I
Cl
NH
2
N
N
N
56110 Aziridine suldes and disuldes as catalysts for the enantioselective addition of diethylzinc to aldehydes
A. L. Braga*, P. Milani, M. W. Paixao, G. Zeni, O. E. D. Rodrigues, E. F. Alves, Chem. Commun., 2004, (21), 2488-2489
Toluene, rt, 24 h
82%, 87% ee (S) 5 catalysts (4282%, 37>99% ee)
+
H
O
Et
2
Zn
OH
S
N
Ar
2
56111 Enantioselective synthesis of allenyl carbinols by the CBS reduction in nitroethane: dramatic solvent
effect for reactivity and enantioselectivity
C.-M. Yu*, C. Kim, J.-H. Kweon, Chem. Commun., 2004, (21), 2494-2495
Catecholborane, 78 C, 1 h, CH
3
CH
2
NO
93%, 93% ee 6 substrates (8695%, 92>99% ee)
O
PhH
2
CH
2
C
Me
HO
PhH
2
CH
2
C
Me
H
N
B
O
Me
PhPh
European Journal of Organic Chemistry
56112 Copper-catalyzed synthesis of N-unsubstituted 1,2,3-triazoles from nonactivated terminal alkynes
T. Jin, S. Kamijo, Y. Yamamoto*, Eur. J. Org. Chem., 2004, (18), 3789-3791
DMFMeOH, 100 C, 12 h
83% 12 alkynes (5595%)
CuI
H + TMSN
3
N
N
NH
H
Helvetica Chimica Acta
56113 Chrial borate esters in asymmetric synthesis Part 2 Asymmetric borane reduction of prochiral ketones in
the presence of a chiral spiroborate ester
D. Liu, Z. Shan*, Y. Zhou, Z. Wu, J. Qin, Helv. Chim. Acta, 2004, 87(9), 2310-2317
THF, 05 C, 2 h
98%, 92% ee 7 substrates (692% ee)
O OH
+ BH
3
THF
O
O
B
O O
HN
56114 Versatile one-step one-pot direct aldol condensation promoted by MgI
2
H.-X. Wei*, K. Li, Q. Zhang, R. L. Jasoni, J. Hu, P. W. Pare*, Helv. Chim. Acta, 2004, 87(9), 2354-2358
CH
2
Cl
2
, rt, 30 min
98% 12 examples (6098%)
O O
+
H
O OH
MgI
2
, EtN(
i
Pr)
2
Journal of Organic Chemistry
56115 Highly regio- and stereoselective synthesis of polysubstituted cyclopropane compounds via the
Pd(0)-catalyzed couplingcyclization reaction of 2-(2,3-allenyl)malonates with organic halides
S. Ma*, N. Jiao, Q. Yang, Z. Zheng, J. Org. Chem., 2004, 69(19), 6463-6477
n-Bu
4
NBr, CH
3
CN, 16 h
93%, cis:trans 6:94 15 examples (4998%)
Pd(PPh
3
)
4
+ PhI
n-C
6
H
13
CO
2
Me
CO
2
Me
Ph
MeO
2
C CO
2
Me
C
6
H
13
Me
56116 A facile synthesis of C
2
,N
3
-disubstituted-4-quinazolone
S. Xue*, J. McKenna*, W.-C. Shieh, O. Repic, J. Org. Chem., 2004, 69(19), 6474-6477
CH
3
CN,
70 C
95% 24 examples (8798%)
PCl
3
+
O
O
OH
O
NH
O
O
O
Cl
NH
2
O
O
N
O
N
O
O
Cl
56117 Formation of a quaternary carbon center throught the Pd(0)/PhCOOH-catalyzed allylation of cyclic -keto
esters and 1,3-diketones with alkynes
N. T. Patil, Y. Yamamoto*, J. Org. Chem., 2004, 69(19), 6478-6481
Toluene
98% 14 examples (5198%)
Pd(0)/PhCOOH
+
O
OEt
O
Cl
O
O
OEt
Cl
56118 Unexpected formation of tetrasubstituted 2,3-dihydrofurans from the reactions of -keto
polyuoroalkanesulfones with aldehydes
C. Xing, S. Zhu*, J. Org. Chem., 2004, 69(19), 6486-6488
Toluene, reflux, 1 hr
90% 23 examples (7295%)
Piperidine
+
Cl(F
2
C)
4
O
2
S
Ph
O
Br
O
H
O
Ph
SO
2
(CF
2
)
4
Cl
O
Ph
Br
56119 Solvent free amination reactions of aryl bromides at room temperature catalyzed by a (-allyl)palladium
complex bearing a diphosphinidenecyclobutene ligand
A. S. Gajare, K. Toyota, M. Yoshifuji*, F. Ozawa, J. Org. Chem., 2004, 69(19), 6504-6506
rt, 12 h
98% 21 examples (6098%)
t
BuOK, [Pd]
+ Ph Br Ph NH
2
Ph
H
N Ph
Ph
Ph
P
P
Mes*
Mes*
Pd
+
OTf
-
[Pd] =
56120 Enantioselective cyanation/Brook rearrangement/C-acylation reactions of acylsilanes catalyzed by chiral
metal alkoxides
D. A. Nicewicz, C. M. Yates, J. S. Johnson*, J. Org. Chem., 2004, 69(20), 6548-6555
toluene, 45 C, 72 h
catalyst
catalyst =
SiEt
3
O
NC OBn
O
F
CO
2
Bn
F
NC OSiEt
3
N N
Al
O O Cl Cl
O
i
Pr
56121 Arylboronic acids and arylpinacolboronate esters in Suzuki coupling reactions involving indoles. Partner
role swapping and heterocycle protection
M. Prieto, E. Zurita, E. Rosa, L. Munoz, P. Lloyd-Williams*, E. Giralt*, J. Org. Chem., 2004, 69(20), 6812-6820
tolueneEtOHH
2
O, reflux
Pd(PPh
3
)
4
34 examples (up to 99%) 85%
N
H
Br MeO
B(OH)
2
N
H
MeO
Na
2
CO
3
56122 Base-catalyzed endo-mode cyclization of allenes: easy preparation of ve- to nine-membered oxacycles
C. Mukai*, M. Ohta, H. Yamashita, S. Kitagaki, J. Org. Chem., 2004, 69(20), 6867-6873
t
BuOH, 30 C
t
BuOK
7 examples (7198%) 94%
HO
OTBDMS
OH
P
O
OEt
OEt
O
P
OEt
OEt
O
2. PPTS
1. (EtO)
2
PCl, Et
3
N
56123 Alkyl- or arylthiolation of aryl iodide via cleavage of the SS bond of disulde compound by nickel
catalyst and zinc
N. Taniguchi*, J. Org. Chem., 2004, 69(20), 6904-6906
DMF, 100 C, 48 h
NiBr
2
-bpy, Zn
16 examples (6192%) 76%
I
S
S
S
56124 The rst conversion of primary alkyl halides to nitroalkanes under aqueous medium
R. Ballini*, L. Barboni, G. Carlo, J. Org. Chem., 2004, 69(20), 6907-6908
H
2
O, rt, 1 h
AgNO
2
13 examples (5390%) 83%
I NO
2
56125 Reactions on a solid surface. A simple, economical and efcient FriedelCrafts acylation reaction over
zinc oxide (ZnO) as a new catalyst
M. H. Sarvari, H. Sharghi*, J. Org. Chem., 2004, 69(20), 6953-6956
The ZnO could be reused 3 times with little loss in activity
no solvent, rt, 10 min
ZnO
14 examples (5098%) 94%
O
Cl Ph
O
O
Ph
O
Journal of the American Chemical Society
56126 Bifunctional nanocrystalline MgO for chiral epoxy ketones via ClaisenSchmidt condensationasymmetric
epoxidation reactions
B. Choudary*, M. Kantam, K. Ranganath, K. Mahendar, B. Sreedhar, J. Am. Chem. Soc., 2004, 126(11), 3396-3397
i) toluene, 100 C
ii) TBHP, 25 C
10 examples
(070% yield
098% ee)
70% yield
90% ee
NAP-MgO
O
+
O
CH
3
Ph
H
Ph
Ph
Ph
O
O
56127 PtCl
2
-catalyzed cycloisomerizations of allenynes
N. Cadran, K. Cariou, G. Herve, C. Aubert, L. Fensterbank, M. Malcria*, J. Marco-Contelles, J. Am. Chem. Soc., 2004,
126(11), 3408-3409
PhMe, rt, 2448 h
12 examples
(3290% yield)
75% yield
(5 mol%) PtCl
2
H
MeO
MeO
CH
3
CH
3
H
H
H
MeO
MeO
56128 Synthesis of medium ring nitrogen heterocycles via a tandem copper-catalyzed CN bond
formationring-expansion process
A. Klapars, S. Parris, K. Anderson, S. Buchwald*, J. Am. Chem. Soc., 2004, 126(11), 3529-3533
N,N-dimethylethylenediamine,
K
2
CO
3
; PhMe, 110 C, 2224 h
12 examples
(098% yield)
92% yield
(5 mol%) CuI
+
NH
2
I
NH
O
N
H
H
N
O
56129 Bronsted acid-promoted cyclizations of siloxyalkynes with arenes and alkynes
L. Zhang, S. A. Kozmin*, J. Am. Chem. Soc., 2004, 126(33), 10204-10205
CH
2
Cl
2
, 20 C
92% 11 examples (7699%)
HNTf
2
OTIPS
OTIPS
56130 Catalytic deallylation of allyl- and diallylmalonates
D. Necas, M. Tursky, M. Kotora*, J. Am. Chem. Soc., 2004, 126(33), 10222-10223
H
+
99% 16 examples (6899%)
EtAl
3
, NiBr
2
(PPh
3
)
2
EtOOC Ph
EtOOC
EtOOC
Ph
EtOOC
56131 Catalytic cross-coupling of alkylzinc halides with -chloroketones
C. F. Malosh, J. M. Ready*, J. Am. Chem. Soc., 2004, 126(33), 10240-10241
THFEt
2
O
95% 22 examples (7096%)
Cu(acac)
2
, ZnCl
2
O
Cl
+
i
PrMgCl
O
i
Pr
56132 Palladium-catalyzed cyclization/carboalkyation of alkenyl indoles
C. Liu, R. A. Widenhoefer*, J. Am. Chem. Soc., 2004, 126(33), 10250-10251
MeOH, rt, 0.5 h
83% 15 examples (4592%)
PdCl
2
(CH
3
CN)
2
, CuCl
2
H
N
H
N
MeO
2
C
56133 Ruthenium catalyzed [3 + 2] intramolecular cycloaddition of alk-5-ynylidenecyclopropanes promoted by
the rst-generation Grubbs carbene complex
F. Lopez, A. Delgado, J. R. Rodriguez, L. Castedo, J. L. Mascarenas*, J. Am. Chem. Soc., 2004, 126(33), 10262-10263
toluene, 110 C, 45 min
78% 6 examples (5678%)
EtO
2
C
EtO
2
C
EtO
2
C
EtO
2
C
PCy
3
Ru
PCy
3
Ph
Cl
Cl
56134 Alkylation of alkenes: ethylaluminium sesquichloride-mediated hydro-alkyl additions with alkyl
chloroformates and di-tert-butylpyrocarbonate
U. Biermann, J. O. Metzger*, J. Am. Chem. Soc., 2004, 126(33), 10319-10330
CH
2
CL
2
, 15 C, 1 h
82% 33 examples (3084%)
Et
3
Al
2
Cl
3
i
Pr
O Cl
O
+
56135 Self-supported heterogenous catalysts for enantioselective hydrogenation
X. Wang, K. Ding, J. Am. Chem. Soc., 2004, 126(34), 10524-10525
toluene, H
2
, 4 atm,
25 C, 10 h
4 examples
(>99% conversion
89.597.3% ee)
>99% conversion
95% ee
(1 mol%) catalyst
H OCH
3
NHAc
O
H
CO
2
CH
3
NHAc
catalyst =
O
O
P
[Rh]
N O
O
P
N
Linker
n
56136 Regio- and chemoselective direct generation of functionalized aromatic aluminium compounds using
aluminium ate base
M. Uchiyama*, H. Naka, Y. Matsumoto, T. Ohwada, J. Am. Chem. Soc., 2004, 126(34), 10526-10527
ii) I
2
13 examples
(40100% yield)
99% yield
i) iBu
3
Al(TMP)L, THF,
78 Crt, 112 h
OMe OMe
I
56137 Nickel-catalyzed intermolecular [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate and alkynes
S. Saito*, M. Masuda, S. Komagawa, J. Am. Chem. Soc., 2004, 126(34), 10540-10541
toluene, Ar, rt, one night
9 examples
(2589% yield)
(10 mol%) Ni(cod)
2
(20 mol%) PPh
3
COOEt
+ Ph H
COOEt
Ph
H Ph
H
56138 Intramolecular CN bond addition of amides to alkynes using platinum catalyst
T. Shimada, I. Nakamura, Y. Yomamoto*, J. Am. Chem. Soc., 2004, 126(34), 10546-10547
anisole, 80100 C, 0.324 h
14 examples
(0>99% yield)
(5 mol%) PtCl
2
+
94% yield
Ph
N Me
O
Me
N
Me
Ph
O
Me
N
Me
H
Me
56139 Hydroxyapatite-supported palladium nanoclusters: a highly active heterogenous catalyst for selective
oxidation of alcohols by use of molecular oxygen
K. Mori, T. Hara, T. Mizugaki, K. Ebitani, K. Kaneda*, J. Am. Chem. Soc., 2004, 126(34), 10657-10666
trifluorotoluene, O
2
atm,
90 C, 124 h
Numerous examples
(8499% conversion
8099% yield)
(0.1 g) PhHAP-0
97% conversion
94% yield
O
O
OH
O
O
CHO
56140 Cu-catalyzed asymmetric allylic alkylations of aromatic and aliphatic phosphates with alkylzinc reagents.
An effective method for enantioselective synthesis of tertiary and quaternary carbons
M. Kacprzynski, A. Hoveyda*, J. Am. Chem. Soc., 2004, 126(34), 10676-10681
Et
2
Zn, THF, 15 C,
N
2
atm, 24 h
22 examples
(5895% yield
7896% ee)
90% yield
91% ee
(10 mol%) chiral Schiff base
(5 mol%) (CuOTf)
2
C
6
H
6
OPO(OEt)
2
H
5
C
6
H
5
C
6
56141 Catalytic isomerization of 1,5-enynes to bicyclo[3.1.0]hexenes
M. R. Luzung, J. P. Markham, F. D. Toste*, J. Am. Chem. Soc., 2004, 126(35), 10858-10859
(Ph
3
P)AuPF
6
CH
2
Cl
2
, rt
10 examples (6199%) 99%
Ph
Ph
H
H
56142 Highly diastereoselective and enantioselective CH functionalization of 1,2-dihydronaphthalenes: a
combined CH activation/Cope rearrangement followed by a retro-Cope rearrangement
H. M. L. Davies*, Q. Jin, J. Am. Chem. Soc., 2004, 126(35), 10862-10863
2,2-dimethylbutane, 0 C
13 examples
(yield 5395%, de >98%, ee 9199%) 95% yield, >98% de, 99.5% ee
Rh
2
(S-DOSP)
4
N
2
Ph
CO
2
Me
Ph
H
CO
2
Me
Rh
2
(S-DOSP)
4
=
N
SO
2
Ar
O
O
Rh
Rh
H
4
56143 Bidentate NHC-based chiral ligands for efcient Cu-catalyzed enantioselective allylic alkylations:
structure and activity of an air-stable chiral Cu complex
A. O. Larsen, W. Leu, C. N. Oberhuber, J. E. Campbell, A. H. Hoveyda*, J. Am. Chem. Soc., 2004, 126(36), 11130-11131
N
Me
2
Zn, TFH, 15 C, 24 h
>98% conversion, 74% ee
15 examples
(4294% yield,
7198% ee)
[Ag], (CuOTf)
2.
C
6
H
6
Ph OPO(OEt)
2
H
Ph
HMe
O
Ag
N
Ag
O
N
N
[Ag] =
56144 Chemoslective silylzincation of functionalized terminal alkynes using dianion-type zincate
(SiBNOL-Zn-ate): regiocontrolled synthesis of vinylsilanes
S. Nakamura, M. Uchiyama*, T. Ohwada, J. Am. Chem. Soc., 2004, 126(36), 11146-11147
THF, rt, 12 h
100% 16 examples (73100%)
[Zn]
[Zn] = H
Ph
H
H Si
Ph
Me
Me
Me
O
O
Zn
Si
t
Bu
Me Me
Me
56145 Catalytic enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by
well-dened chiral Ru amido complexes
M. Watanabe, A. Ikagawa, H. Wang, K. Murata, T. Ikariya*, J. Am. Chem. Soc., 2004, 126(36), 11148-11489
Toluene, 20 C, 48 h
99%, 95% ee 18 examples (599%, 3098% ee)
[Ru]
[Ru] =
Ph
NO
2
+ CH
2
(CO
2
CH
3
)
2
Ph
NO
2
CH(CO
2
CH
3
)
2
N
H
Ru
N
C
6
H
5
C
6
H
5
S
O
O
56146 AuCl
3
-catalyzed synthesis of highly substituted furans from 2-(1-alkynyl)-2-alken-1-ones
T. Yao, X. Zhang, R. C. Larock, J. Am. Chem. Soc., 2004, 126(36), 11164-11165
CH
2
Cl
2
, rt, 1 h
88% 12 examples (5290%)
AuCl
3
+ MeOH
O Ph
O
Ph
OMe
56147 Zirconium-catalyzed enantioselective [3+2] cycloaddition of hydrazones to olens leading to optically
active pyrazolidine, pyrazoline and 1,3-diamine derivatives
Y. Yamashita, S. Kobayashi*, J. Am. Chem. Soc., 2004, 126(36), 11279-11282
Toluene, 0 C, 18 h
94% 22 examples (6795%, 4298% ee)
Zr(OPr)
4
, [L]
+
N
PhH
2
CH
2
C H
NH
O C
6
H
4
(p-NO
2
)
OEt HN N
C
6
H
4
(p-NO
2
)
O
PhH
2
CH
2
C
OEt
I I
I I
OMe
[L] =
56148 Highly enantioselective conjugate addition of nitroalkanes to alkylidenemalonates using efcient
phase-transfer catalysis of N-spiro chiral ammonium bromides
T. Ooi, S. Fujioka, K. Maruoka*, J. Am. Chem. Soc., 2004, 126(38), 11790-11791
Toluene, 0 C
99%, 98% ee 9 examples (9799%, 8899% ee)
Cs
2
CO
3
, [N]
Et NO
2
CO
2
i
Pr
CO
2
i
Pr
F
CO
2
i
Pr
CO
2
i
Pr
F
Et O
2
N
N
Ar
Ar
Br
F
3
C CF
3
CF
3
CF
3
Ar =
+
[N] =
56149 Organocatalytic asymmetric aza-FriedelCrafts alkylation of furan
D. Uraguchi, K. Sorimachi, M. Terada*, J. Am. Chem. Soc., 2004, 126(38), 11804-11805
1,2-dichloroethane, 35 C, 24 h
95%, 96% ee 13 substrates (8496%, 8697% ee)
Ar = 3,5-dimesityl phenyl
+
O
MeO
N
p-MeO-C
6
H
4
H
Boc
O
MeO
p-MeO-C
6
H
4
NH
Boc
Ar
O
O
Ar
P
O
OH
56150 Gold-catalyzed cycloisomerization of siloxy enynes to cyclohexadienes
L. Zhang, S. A. Kozmin*, J. Am. Chem. Soc., 2004, 126(38), 11806-11807
20 C, CH
2
Cl
2
Ph Me
OTIPS
AuCl
Ph
TIPSO
Me
Organic Letters
56151 New entries in Lewis acidLewis base bifunctional asymmetric catalyst: catalytic enantioselective
Reissert reaction of pyridine derviatives
E. Ichikawa, M. Suzuki, K. Yabu, M. Albert, M. Kanai*, M. Shibasaki*, J. Am. Chem. Soc., 2004, 126(38), 11808-11809
CH
2
Cl
2
, 60 C, 27 h
98%, 91% ee 7 substrates (8598%, 57>99%)
Et
2
AlCl, [L]
N
NMe
2
O
+ TMSCN + MeOCOCl
N
NMe
2
O
NC
OH
OH
S
S
O
Ph
O
Ph
[L] =
New Journal of Chemistry
56152 Copper promoted synthesis of diaryl ethers
R. Ghosh, A. G. Samuelson*, New J. Chem., 2004, 28(11), 1390-1393
K
3
PO
4
, THF, 18 h
33 examples (7>99%) >99%
CuCO
3
Cu(OH)
2
H
2
O
ONa Br
CN
O
CN
Organic & Biomolecular Chemistry
56153 Bromine catalyzed conversion of S-tert-butyl groups into versatile and, for self-assembly processes
accessible, acetyl-protected thiols
A. Blaszczyk, M. Elbing, M. Mayor*, Org. Biomol. Chem., 2004, 2(19), 2722-2724
AcCl/AcOH, rt
Br
2
Br S
Br S
O
56154 The rst Cu(I)-mediated nucleophilic triuoromethylation reactions using (triuoromethyl)trimethylsilane
in ionic liquids
J. Kim, J. M. Shreeve*, Org. Biomol. Chem., 2004, 2(19), 2728-2734
[IL], 25 C, 3 h
88% 8 examples (8898%)
CsF, TMSCF
3
O
H
OH
H
CF
3
N
O
O
O
N(SO
2
CF
3
)
[IL] =
Organic Letters
56155 Improved procedure for the oxidative cleavage of olens by OsO
4
NaIO
4
W. Yu, Y. Mei, Y. Kang, Z. Hua, Z. Jin*, Org. Lett., 2004, 6(19), 3217-3219
Use of 2,6-lutidine dramatically improved the yield of aldehyde (from 2144% for the same 5 examples)
dioxanewater, 25 C, 20 h
OsO
4
, NaIO
4
, 2,6-lutidine
5 examples (7199%) 99%
O
O
OTBS
O
O
CHO
OTBS
Organic Letters
56156 Titanium catalysis in the Ugi reaction of -amino acids with aromatic aldehydes
T. Godet, Y. Bovin, G. Vincent, D. Merle, A. Thozet, M. A. Ciufolini*, Org. Lett., 2004, 6(19), 3281-3284
MeOH, rt, 12 h
TiCl
4
16 amino acid and aryl aldehyde examples (7592%, 1.510 : 1 dr) 79%, 5 : 1 dr at *
HO
CO
2
H
NH
2
HO
MeO
2
C
N
H
CONH
t
Bu
OMe MeO OMe MeO
OHC
N
t
Bu C
*
56157 Copper-mediated cross-coupling reactions of N-unsubstituted sulfoximines and aryl halides
G. Y. Cho, P. Remy, J. Jansson, C. Moessner, C. Bolm*, Org. Lett., 2004, 6(19), 3293-3296
DMSO, 90 C
CuI
18 examples (4895%) 72%
I
OMe
Ph
S
NH
Me
O
Cs
2
CO
3
OMe
Ph
S
N
Me
O
56158 A highly diastereoselective MgI
2
-mediated ring expansion of methylenecyclopropanes
M. E. Scott, W. Han, M. Lautens*, Org. Lett., 2004, 6(19), 3309-3312
THF, reflux, 16 h
MgI
2
13 examples (6594%, only one isomer observed
in all but 2 examples) 82%, one isomer
S
N
O
N
S
N
O
N
O
NPh
2
O
NPh
2
56159 Asymmetric transfer hydrogenation in water with a supported NoyoriIkariya catalyst
X. Li, X. Wu, W. Chen, F. E. Hancock, F. King, J. Xiao*, Org. Lett., 2004, 6(19), 3321-3324
The catalyst could be reused more than 10 times with no loss in enantioselectivity
water, 22 C, 18 h
Ru-PTsDPEN
16 examples (>87% yield, 8594% ee) 87% yield, 91% ee
O
O
O
OH
Ru-PTsDPEN =
NTs
Ru
H
2
N
O O
Cl
HCO
2
Na
56160 Palladium-catalyzed dimerization disilylation of 1,3-butadiene with chlorosilanes
J. Terao, A. Oda, N. Kambe*, Org. Lett., 2004, 6(19), 3341-3344
THF, 20 C
Pd(acac)
2
7 examples (5793%, >78 : 22 E : Z) 88%, E isomer only
Ph Si Cl
SiMe
2
Ph
SiMe
2
Ph
PhMgBr
56161 Organic reactions in water: an efcient zinc-mediated stereoselective synthesis of (E)- and
(Z)-trisubstituted alkenes using unactivated alkyl halides
B. Das*, J. Banerjee, G. Mahender, A. Majhi, Org. Lett., 2004, 6(19), 3349-3352
Zn, sat. aq. NH
4
Cl
21 examples (5886%, Z : E
>80 : 20 for X = CN,
0 : 100 for X = CO
2
Me)
OAc
X
I
X
X = CN
X = CO
2
Me
rt, 12 h
rt, 10 h
80%, 94 : 6 Z : E
84%, 0 : 100 Z : E
Organic Letters
56162 Chemoselective cyclizations of divinyl ketones to cyclohexenones mediated by Lewis acid and base
N. A. Magomedov*, P. L. Ruggiero, Y. Tang, Org. Lett., 2004, 6(19), 3373-3375
toluene, 23 C
2,6-di-t-butylphenol,
Me
3
Al, Et
3
N
6 examples (7492%) 91%
O
SO
2
Ph
O
SO
2
Ph
56163 ROMPgel-supported thiazolium iodide: an efcient supported organic catalyst for parallel Stetter reactions
A. G. M. Barrett*, A. C. Love, L. Tedeschi, Org. Lett., 2004, 6(19), 3377-3380
DMF, 80 C, 20 h
catalyst
catalyst =
15 examples (6899% yield, >66% purity) 95% yield, >95% purity
O
O
O
Ph
N
S
n
I
NEt
3
OHC
56164 Catalytic enantioselective conjugate addition of trimethylsilylacetylene to 2-cyclohexen-1-one
Y.-S. Kwak, E. J. Corey*, Org. Lett., 2004, 6(19), 3385-3388
t
BuOMe, 0 C, 45 min
O O
Ni
catalyst =
86% yield
8288% ee
O
Me
2
Al SiMe
3
O
SiMe
3
N N
O O
CN
Ph Ph
catalyst
56165 Highly enantioselective dimerization of ,-enones catalyzed by a rigid quaternary ammonium salt
F.-Y. Zhang, E. J. Corey*, Org. Lett., 2004, 6(19), 3397-3399
The products could be converted to -chiral -keto acids by treatment with ozone, followed by hydrogen peroxide
50% aq. KOH,
toluene, 40 C, 12 h
catalyst
catalyst =
F
O
F
O O
F
N
N
H
H
H
OH
Br
56166 A 1,3-diaza-Claisen rearrangement that affords guanidines
A. M. Bowser, J. S. Madalengoitia*, Org. Lett., 2004, 6(19), 3409-3412
CHCl
3
, rt
EDCI
EDCI =
7 examples (6685%) 72%
N
Ph
N N
N
C
HCl
Ts
N
H
N
H
S
N
N
NTs
Ph
H
H
56167 Chiral norbornadienes as efcient ligands for the rhodium-catalyzed asymmetric 1,4-addition of
arylboronic acids to fumaric and maleic compounds
R. Shintani, K. Ueyama, I. Yamada, T. Hayashi*, Org. Lett., 2004, 6(19), 3425-3427
dioxaneH
2
O, 50 C, 3 h
[RhCl(C
2
H
4
)
2
]
2
, ligand
ligand =
N
O
O
F
B(OH)
2
N
O
O
F
Organic Letters
56168 Azadiene DielsAlder cycloaddition of fulvenes: a facile approach to the [1]pyrindine system
B. Hong*, J. Wu, A. Gupta, M. Hallur, J. Liao, Org. Lett., 2004, 6(20), 3453-3456
ClC
6
H
5
, microwave,
125 C, 0.337 h
9 examples
(2996% yield)
87% yield
+
CO
2
Et
N
SO
2
Ph
N
H
H
CO
2
Et
SO
2
Ph
56169 Regioselective cross-metathesis reaction induced by steric hindrance
S. BouzBouz*, R. Simmons, J. Cossy*, Org. Lett., 2004, 6(20), 3465-3467
CH
2
Cl
2
, 40 C
14 examples
(2383% yield)
80% yield
+
(5 mol%) Ru catalyst
OTBDPS
OMe
O
OMe
O
OTBDPS
56170 One-pot homolytic aromatic substitutions/HWE olenations under microwave conditions for the formation
of a small oxindole library
A. Teichert, K. Jantos, K. Harms, A. Studer*, Org. Lett., 2004, 6(20), 3477-3480
2) microwave, 6 min,
KOt-Bu, PhCHO
13 examples
(3587% yield)
75% yield
1) microwave, 2 min,
DMF, 180 C, 0.03 M
N
P
EtO
O
O
EtO
N
O
N
O
Ph
56171 Highly regioselective synthesis of tetrahydro-2H-1,3-thiazin-2-ones via rhodium-catalyzed carbonylation
of N-alkylisothiazolidines
C. Dong, H. Alper*, Org. Lett., 2004, 6(20), 3489-3492
(0.05 mmol) KI, toluene,
CO (1000 psi), 24 h
9 examples
(3585% yield) 75% yield
(0.05 mmol) [Rh(COD)Cl]
2
H
S
N n
N
S O
H
n
56172 2-C-branched glycosides from 2-carbonylalkyl 2-O-Ms(Ts)-C-glycosides. A tandem S
N
2S
N
2 reaction via
1,2-cyclopropanated sugars
H. Shao, S. Ekthawatchai, S. Wu, W. Zou*, Org. Lett., 2004, 6(20), 3497-3499
K
2
CO
3
/MeOH,
rt, overnight
13 examples
MeOH
O
BnO
BnO
BnO
Me
O
OMs
O
BnO
BnO
BnO
Me
O
56173 Cp
*
Ir complex catalyzed N-heterocyclization of primary amines with diols: a new catalytic system for
environmentally benign synthesis of cyclic amines
K. Fujita*, T. Fujii, R. Yamaguchi*, Org. Lett., 2004, 6(20), 3525-3528
NaHCO
3
, toluene,
110 C, 17 h 14 examples
(6394% yield)
91% yield
[Cp*IrCl
2
]
2
NH
2
+
HO OH
N
Organic Letters
56174 Very efcient phosphoramidite ligand for asymmetric iridium-catalyzed allylic alkylation
A. Alexakis*, D. Polet, Org. Lett., 2004, 6(20), 3529-3532
NaHC(CO
2
Me)
2
, THF,
2565 C, 266 h
20 examples
(2199% yield
1098% ee)
90% yield
97% ee
[IrCODCl]
2
ligand
OCO
2
Me
Cl
CH(CO
2
Me)
2
+
Cl
Cl
CH(CO
2
Me)
2
O
O
P N
Me
Me
ligand =
(6 examples)
56175 Synthesis and trimethylaluminum additions on -hydroxy--sulnyl and sulfonyl enoates
M. Carreno*, M. Sanz-Cuesta, F. Colobert*, G. Solladie*, Org. Lett., 2004, 6(20), 3537-3540
CH
2
Cl
2
, 17 h, 0 C
4 examples
AlMe
3
p-Tol
EtO
O
OH O
p-Tol
O OH
OH
Me
Me
56176 Palladium-catalyzed benzylation of active methine compounds without additional base: remarkable
effect of 1,5-cyclooctadiene
R. Kuwano*, Y. Kondo, Org. Lett., 2004, 6(20), 3545-3547
THF, 80 C, 372 h
23 examples
(71>99% yield) 84% yield
Cp(
3
-C
3
H
5
)Pd
DPPF
H
OCOMe
O
+
H C
CO
2
Et
CO
2
Et
Ph
H
CO
2
Et
CO
2
Et
Ph
56177 Synthesis of a new monodentate spiro phosphoramidite ligand and its application in Rh-catalyzed
asymmetric hydrogenation reactions
S. Wu, W. Zhang, Z. Zhang, X. Zhang*, Org. Lett., 2004, 6(20), 3565-3567
H
2
(25 psi)
8 examples
(99.799.9% ee) 98.2% ee
(0.001 mmol) [Rh(nbd)
2
]BF
4
-ligand
COOCH
3
NHAc H
COOCH
3
NHAc H
*
56178 Unsymmetrical hybrid ferrocene-based phosphine-phosphoramidites: a new class of practical ligands for
Rh-catalyzed asymmetric hydrogenation
X. Hu, Z. Zheng*, Org. Lett., 2004, 6(20), 3585-3588
CH
2
Cl
2
, H
2
(10 bar),
rt, 0.51 h
7 examples
(10.699% ee) 99.6% ee
Rh(COD)
2
BF
4
-ligand
H
HN
O
H
HN
O
*
ligand =
(6 examples)
O
O
P N
PPh
2
Fe
56179 Novel [2 + 2 + 2 + 1] cycloaddition of enediynes catalyzed by rhodium complexes
B. Bennacer, M. Fujiwara, I. Ojima*, Org. Lett., 2004, 6(20), 3589-3591
Cl(CH
2
)
2
Cl/toluene, CO (1 atm)
5080 C, 2136 h
8 examples
(5 mol%) [Rh(COD)Cl]
2
OMe
OMe
MeO
MeO
O
MeO
MeO
OMe
OMe
Organic Letters
56180 A new ketone synthesis by palladium-catalyzed cross-coupling reactions of esters with organoboron
compounds
H. Tatamidani, F. Kakiuchi, N. Chatani*, Org. Lett., 2004, 6(20), 3597-3599
dioxane, 50 C, 10 h
14 examples
(1697% yield)
89% yield
(0.03 mmol) Pd(OAc)
2
(0.09 mmol) PPh
3
OPy
Cl
O
Ph
O
Cl
56181 Highly enantioselective asymmetric hydrogenation of -acetamido dehydroamino acid derivatives using a
three-hindered quadrant rhodium catalyst
H. Wu, G. Hoge*, Org. Lett., 2004, 6(20), 3645-3647
solvent, H
2
(650 psi),
THF/MeOH, EtOAc
7 examples
(6699% ee)
96% ee
(1 mol%) Rh catalyst
CO
2
Et
NHAc Pr
CO
2
Et
NHAc Pr
56182 Tin-free radical cyclizations for the synthesis of 7-azaoxindoles, 7-azaindolines,
tetrahydro[1,8]napthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones
E. Bacque, M. El Qacemi, S. Zard*, Org. Lett., 2004, 6(21), 3671-3674
lauroyl peroxide,
1,2-dichloroethane,
Numerous examples
3799% yield
R S O
S
N N Cl
n
O
lauroyl peroxide,
chlorobenzene
N N Cl
n
O
S
R
EtO
S
N
N
Cl
O
R
n
56183 Highly efcient stereoconservative amidation and deamidation of -amino acids
D. Shendage, R. Frolich, G. Haufe*, Org. Lett., 2004, 6(21), 3675-3678
ii) 1,4-dioxane, reflux, 5 h
13 examples
(098% yield)
96% yield
i) NaNO
2
,
Ac
2
OAcOH (2 : 1),
04 C, 1416 h
PhtN
NHMe
O
Me
PhtN
OMe
O
Me
56184 Mercuric triate-catalyzed synthesis of 2-methylfurans from 1-alkyn-5-ones
H. Imagawa, T. Kurisaki, M. Nishizawa*, Org. Lett., 2004, 6(21), 3679-3681
C
6
H
6
, 0.520 h, rt
9 examples
(099% yield)
98% yield
(5 mol%) Hg(OTf)
2
O
O
56185 Stereoselective synthesis of multisubstituted butadienes through directed MizorokiHeck reaction and
homocoupling reaction of vinyl(2-pyridyl)silane
K. Itami*, Y. Ushiogi, T. Nokami, Y. Ohashi, J. Yoshida*, Org. Lett., 2004, 6(21), 3695-3698
CH
3
CN, rt, 3 h
15 examples
(24>99% yield) 70% yield
(11.2 equiv) CuI
(1.31.5 equiv) CsF
SiMe
2
Py
S S
S
Organic Letters
56186 Racemic but tropos (chirally exible) BIPHEP ligands for Rh(I)-complexes: highly enantioselective
ene-type cyclization of 1,6-enynes
K. Mikami*, S. Kataoka, Y. Yusa, K. Aikawa, Org. Lett., 2004, 6(21), 3699-3701
(20 mol%) TfOH, (CH
2
Cl
2
)
2
,
525 C, 0.519 h
5 examples
(2099% yield
5694% ee)
84% yield
88% ee
(10 mol%) catalyst
Cl
O
Me
Cl
Me
O
*
N
N
H
2
H
2
P
Ph
2
P
Rh
+
Ph
2
Catalyst =
56187 Preparation of tertiary amides from carbamoyl chlorides and organocuprates
L. Lemoucheux, T. Seitz, J. Rouden*, M. Lasne, Org. Lett., 2004, 6(21), 3703-3706
THF/Et
2
O, 300 C, 2 h
19 examples
(t-Bu)
2
CuLiLiCN N Cl
O
N
t-Bu
O
56188 Ring-closing metathesis of 2,2-divinylbiphenyls: a novel and general approach to phenanthrenes
A. Luliano*, P. Piccioli, D. Fabbri, Org. Lett., 2004, 6(21), 3711-3714
CH
2
Cl
2
/toluene,
25110 C, 224 h
5 examples
(0100% yield)
100% yield
(10 mol%) catalyst
H
3
CO
Catalyst (2 examples)
OCH
3
N N
Ru
PCy
3
Cl
Cl
56189 Cp
2
Fe(PR
2
)
2
PdCl
2
(R = i-Pr, t-Bu) complexes as air-stable catalysts for challenging Suzuki coupling
reactions
T. Colacot*, H. Shea, Org. Lett., 2004, 6(21), 3731-3734
EtOHH
2
O, K
2
CO
3
,
12 h, 80 C
12 examples
(0100% yield)
93% yield
(0.01 eq.) catalyst
Catalyst (7 examples)
F Br
MeO
PhB(OH)
2
+
F Ph
MeO
P
Pd
P
t-Bu
2
Cl
Cl
t-Bu
2
56190 Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols
with silylaryl triates
Z. Liu, R. Larock*, Org. Lett., 2004, 6(21), 3739-3741
MeCN, CsF, 100 C, 24 h
10 examples
(6687% yield)
85% yield
(10 mol%) PCy
3
(5 mol%) Pd(OAc)
2
OH
I MeO
2
C
O
MeO
2
C
Organic Letters
56191 An efcient synthesis of -C-glycosides based on the conformational restriction strategy: Lewis acid
promoted silane reduction of the anomeric position with complete stereoselectivity
M. Terauchi, H. Abe, A. Matsuda, S. Shuto*, Org. Lett., 2004, 6(21), 3751-3754
CH
2
Cl
2
, 78 C, 60 min
13 examples
(5395% yield)
90% yield
Et
3
SiH, TMSOTf O
OBn
Ph
OH
BnO
O
O
MeO
OMe
O
OBn
Ph
BnO
O
O
MeO
OMe
56192 Regioselective enzymatic acylation of -L-2-deoxynucleosides: application in resolution of
-D/L-2-deoxynucleosides
J. Garcia, S. Fernandez, M. Ferrero, Y. Sanghvi, V. Gotor*, Org. Lett., 2004, 6(21), 3759-3762
THF, 30 C, 0.5192 h
4 examples
(1495% yield
>99% ee)
90% yield
>99% ee
lipase
LevO
N
O
OH T
OH
+
O
OLev T
OH
56193 Enantioselective aldol reaction of trimethoxysilyl enol ether catalyzed by lithium binaphtholate
M. Nakajima*, Y. Orito, T. Ishizuka, S. Hashimoto, Org. Lett., 2004, 6(21), 3763-3765
H
2
O, THF, 23 C, 0.5 h
11 examples
(7598% yield
897% ee (syn)
095% ee (anti))
94% yield
>97% ee (syn)
84% ee (anti)
(10 mol%) catalyst
CHO
+
OSi(OMe)
3
O OH catalyst =
Br
OLi
OLi
Br
56194 Efcient and selective removal of methoxy protecting groups in carbohydrates
A. Boto*, D. Hernandez, R. Hernandez, E. Suarez, Org. Lett., 2004, 6(21), 3785-3788
(diacetoxyiodo)benzene,
I
2
, CH
2
Cl
2
, 25 C, h (80 w)
7 examples
(5190% yield)
82% yield
O
MeO OH
OMe
OMe
MeO
O
O
OMe
OMe
MeO
+
O
O
O OH
OMe
OMe
MeO
AcO
56195 Environmentally benign synthesis of H-phosphonic acids using a water-tolerant, recyclable
polymer-supported catalyst
S. Deprele, J. Montchamp*, Org. Lett., 2004, 6(21), 3805-3808
H
3
PO
2
, CH
3
CN, N
2
,
refluxrt, 312 h, 15 runs
12 examples
(4292% yield)
91% yield
(0.5 mol%) Pd catalyst
Cl Cl
PO
2
H
2 N O N
H
O
PPh
2
PPh
2
Pd
Catalyst =
Synthesis
56196 Application of phosphineoxazoline ligands in Ir-catalyzed asymmetric hydrogenation of acyclic aromatic
N-arylimines
A. Trifonova, J. Diesen, C. Chapman, P. Andersson*, Org. Lett., 2004, 6(21), 3825-3827
CH
2
Cl
2
, N
2
(20 bar), rt
9 examples
(099% conversion
6696% ee)
98% conversion
90% ee
(0.5 mol%) catalyst
Catalyst
(2 examples) =
MeO
N
MeO
HN
*
N
Ph
Ir
Ph
O
N
i-Pr
H
56197 An ionic liquid-coordinated palladium complex: a highly efcient and recyclable catalyst for the Heck
reaction
J. Xiao, B. Twamley, J. Shreeve*, Org. Lett., 2004, 6(21), 3845-3847
ionic liquid, NaCO
3
,
100 C, 4 h
3 examples
(7094% yield)
83% yield
(2 mol%) PdCl
2
Cl +
Ph
Ph
56198 Chiral [2.2.2] dienes as ligands for Rh(I) in conjugate additions of boronic acids to a wide range of
acceptors
C. Deeber, J. Paquin, S. Serna, E. Carreira*, Org. Lett., 2004, 6(21), 3873-3876
KOH, dioxane/H
2
O,
118 h, 50 C
16 examples
(4398% yield
8898% ee)
93% yield
88% ee
(1.5 mol%) [Rh(C
2
H
4
)
2
Cl]
2
+ PhB(OH)
2
MeO
O
MeO
O Ph
56199 Synthesis of seven-membered ring glycals via endo-selective alkynol cycloisomerization
E. Alcazar, J. Pletcher, F. McDonald*, Org. Lett., 2004, 6(21), 3877-3880
ii) Ac
2
O, DMAP
9 examples
(1796% yield)
81% yield
i) (15%) W(CO)
6
, Et
3
N, THF,
h (350 nm), 5570 C, 6 h
O
O
Me
Me
H
OH
HO
O
AcO
O O
Synthesis
56200 Iodine catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and thiones: a simple and efcient
procedure for the Biginelli reaction
K. V. N. S. Srinivas, B. Das*, Synthesis, 2004, (13), 2091-2093
CH
3
CN, reflux, 7 h
I
2
CH
3
H
O
H
3
C OCH
2
CH
3
O O
+ +
H
2
N NH
2
O
N
H
NH
H
3
C
H
3
CH
2
CO
O
CH
3
Synthesis
56201 Simple and improved procedure for the regioselective acylation of aromatic ethers with carboxylic acids
on the surface of graphite in the presence of methanesulfonic acid
M. H. Sarvari, H. Sharghi*, Synthesis, 2004, (13), 2165-2168
010 C, 20 min
GraphiteMeSO
3
H
+ MeCO
2
H
OMe
MeO
O
Me
56202 An improved catalytic system, Pd(PPh
3
)
4
/PhCOOH combined catalyst, for the allylation of carbon
pronucleophiles with allenes
N. T. Patil, N. K. Pahadi, Y. Yamamoto*, Synthesis, 2004, (13), 2186-2190
1,4 dioxane, 100 C, 12 h
90% 10 examples (7090%)
Pd(PPh
3
)
4
, PhCOOH
+ C C CH
2
H
Ph
COOEt
COOEt
Ph
COOEt
COOEt
56203 A novel four-component reaction for the diastereoselective synthesis of some new spiro pyrrolizidines
via 1,3-dipolar cycloaddition of azomethine ylides
J. Azizian*, A. R. Karimi, A. A. Mohammadi, M. R. Mohammadizadeh, Synthesis, 2004, (14), 2263-2265
Reaction proceeds to 7686% yields under reux for 23 h.
DMSO, 35 min
89% 6 examples (8795%)
MW
+
O
O
OH
OH
NH
2
NH
2
+
N
H
CO
2
H
O
O
Cl
+
N
N
N
N
O
O
Cl
H
H
+
56204 Highly efcient double-activation catalysts for the synthesis of ketone cyanohydrins
F.-X. Chen, X. Liu, B. Qin, H. Zhou, X. Feng*, G. Zhang, Synthesis, 2004, (14), 2266-2272
rt, 13 h
99% 13 examples (8499%)
AlEt
3
, [L]
+
O
N
O
NC
O
Si
OH
N N
HO
[L] =
56205 Ionic liquids promoted multi-component reaction: green appraoch for highly substituted 2-aminofuran
derivatives
J. S. Yadav*, B. V. S. Reddy, S. Shubashree, K. Sadashiv, J. J. Naidu, Synthesis, 2004, (14), 2376-2380
rt, 2 h
84% 12 examples (7889%)
[bmim]BF
4
+
MeOOC
COOMe
H
O
+
NC
O
N
H
MeO
2
C CO
2
Me
56206 A new reactive system for HornerWadsworthEmmons olenation of optically active
4-hydroxy-2-oxo-alkylphosphonates and 4-hydroxy-1-1chloro-2-oxo-alkylphosphonates with aliphatic
aldehydes
C. Xu, C. Yuan*, Synthesis, 2004, (15), 2449-2458
H
2
O, THF
94%, >99% ee 26 examples (7696%, 95>99% ee)
K
2
CO
3
+
Ph
P(OEt)
2
O OH O
EtCHO
Ph
O OH
Et
Synthesis
56207 TFFH as an excellent reagent for acylation of alcohols, thiols and dithiocarbamates
M. Pittelkow, F. S. Kamounah, U. Boas, B. Pedersen, J. B. Christensen*, Synthesis, 2004, (15), 2485-2492
DMAP, rt, over night
97% 20 examples (3897%)
TFFH
+
OH
O
HO
O
O
TFFH =
N N
F
PF
6
56208 Bi(OTf)
3
as novel and efcient catalyst for the stereoselective synthesis of C-pseudoglycals
J. S. Yadav*, B. V. S. Reddy, K. S. Reddy, L. Chandraiah, V. Sunitha, Synthesis, 2004, (15), 2523-2526
MeCN, rt, 15 min
95% 10 examples (8795%)
Bi(OTf)
3
+
O AcO
OAc
AcO
TMS
O AcO
AcO
56209 Novel synthetic strategy of N-arylated heterocycles via sequential palladium-catalyzed intra- and
inter-arylamination reactions
R. Omar-Amrani, R. Schneider*, Y. Fort*, Synthesis, 2004, (15), 2527-2534
NaH, tBuOH,
1,4-dioxane, 100 C, 8 h
92% 19 examples (4199%)
Pd(OAc)
2
+
Cl
NH
2
Cl
N
56210 Facile synthesis of 2,3-disubstituted quinoxalines by SuzukiMiyaura coupling
L. Mao, H. Sakurai*, T. Hirao*, Synthesis, 2004, (15), 2535-2539
K
2
CO
3
, tolueneethanol,
reflux, 48 h
92% 14 examples (7796%)
Pd(PPh
3
)
4
+ PhB(OH)
2
N N
Cl Cl
N N
Ph Ph
56211 The reaction of carbonyldiimidazole with alcohols to form carbamates and N-alkylimidazoles
Y. Tang, Y. Dong, J. L. Vennerstrom*, Synthesis, 2004, (15), 2540-2544
MeCN, rt, 2 h
100% 28 examples (10100%)
Carbonyl diimidazole
O
O OH
O
O
O
O
N
N
56212 Unexpected addition of methyl 3,3,3-triuoropyruvate to push-pull enamines having a methyl group at
-position
D. M. Volochnyuk, A. N. Kostyuk*, D. A. Sibgatulin, A. E. Petrenko, Synthesis, 2004, (15), 2545-2549
Benzene, rt, several hours
84% 12 examples (5398%)
F
3
C
OMe
O
O
+
(H
2
C)
4
N
CN
Me
(H
2
C)
4
N
CN
CO
2
Me
F
3
C
HO
Synthesis
56213 The rst synthesis of 1,1-dinitrocyclopropane
E. M. Budynina, E. B. Averina, O. A. Ivanova, N. V. Yashin, T. S. Kuznetsova*, N. S. Zerov, Synthesis, 2004, (16), 2609-2610
benzene, 5 C
HC(NO
2
)
3
CH
2
N
2
NO
2
NO
2
+
O
N
NO
2
O
62% 23%
56214 The Huisgen reaction of azomethane ylide to isatins: a facile synthesis of spiro-oxindoles
V. Nair*, S. Mathai, A. Augustine, S. Viji, K. V. Radhakrishnan, Synthesis, 2004, (16), 2617-2619
CH
2
Cl
2
, rt, 3 h
TFA
+
82%
Me
Si N
Me
Me
Ph
OMe
N
O
O
Me
N
O
Me
N
O
56215 Stereoselective reduction of -hydroxy -ketoesters: a concise synthesis of anti-,-dihydroxy esters
M. Liao, W. Yao, J. Wang*, Synthesis, 2004, (16), 2633-2636
CH
2
Cl
2
,
63 C to rt, 8 h
NaBH
4
11 examples, 6086%
Ph OEt
OH
O
O
Ph OEt
OH
OH
O
56216 A tandem nucleophilic addition, deuorination and destannylation. Stereospecic syntheses of
triuoromethylated alkyl and aryl vinyl ethers
Y. Shen*, G. Wang, Synthesis, 2004, (16), 2637-2640
45 h, MeOH or
EtOH, reflux
CH
3
ONa
7 examples, 7395%
SnBu
3
F 3-CH
3
C
6
H
4
F
3
C H
OCH
3
3-CH
3
C
6
H
4
F
3
C
56217 Environmentally benign preparation of heteroaromatics from ketones or alcohols, with macroporous
polystyrenesulfonic acid and (diacetoxyiodo)benzene, followed by thioamide, amidine, and
2-aminopyridine
M. Weno, H. Togo*, Synthesis, 2004, (16), 2673-2677
CH
3
CN, reflux,
24 h
K
2
CO
3
20 examples, 3193%
S O
O
O
I
Ph
OH
N NH
2
Ph
O
+ +
N
O
Ph
56218 Reactions of 1,4-benzodiazepinic N-nitrosoamides with tosylmethyl isocyanide: a novel synthesis of
midazolam
C. del Pozo*, A. Macias, E. Alonso, J. Gonzalez*, Synthesis, 2004, (16), 2697-2703
78 C
BuLi
5 examples
6882%
N
N
N
Cl
NO
Me
F
Me
SO
2
CH
2
CN
+
N
N
Cl
F
N
Tos
Synthetic Communications
56219 Infrared irradiation: effective promoter in the formation of N-benzylideneanilines
M. A. Vazquez, M. Landa, L. Reyes, R. Miranda, J. Tamariz, F. Delgado*, Synth. Commun., 2004, 34(15), 2705-2718
10 min, no solvent
26 examples (4597%) 95%
IR
Me
2
N
H
O NH
2
Me
2
N
H
N
56220 A mild and efcient method for cleavage of C1N using imidazolium dichromate
S. K. De*, Synth. Commun., 2004, 34(15), 2751-2755
imidazolium dichromate
MeCN, reflux, 6 h
17 examples (8294%) 94%
N
Ph
Ph
OH O
Ph
Ph
56221 Highly regioselective ring opening of epoxides with polymer supported phenoxide and naphthoxide anions
B. Tamami*, N. Iranpoor, R. Rezaei, Synth. Commun., 2004, 34(15), 2789-2795
ethanol
50 C, 1.5 h
28 examples (3096%) 96%
O
O
O O
OH
C
6
H
4
CH
2
N(CH
3
)
3
OC
6
H
5
CH
3
Me
2
HC
Me
2
HC
56222 Titanium dioxide as a mild and efcient catalyst for conversion of epoxides to thiiranes
B. Yadollahi*, S. Tangestaninejad, M. H. Habibi, Synth. Commun., 2004, 34(15), 2823-2827
TiO
2
, NH
4
SCN
MeCN, reflux, 40 min
7 examples (8996%) 96%
O
O
Ph
S
O
Ph
56223 Oxidation of benzylic alcohols to carbonyl compounds with potassium permanganate in ionic liquids
A. Kumar, N. Jain, S. M. S. Chauhan*, Synth. Commun., 2004, 34(15), 2835-2842
KMnO
4
, [bmim][BF
4
]
rt, 1 h
12 examples (8597%) 97%
MeO CH
2
OH MeO CHO
56224 Potassium uoride assisted selective acetylation of alcohols with acetic acid
J. W. J. Bosco, B. R. Raju, A. K. Saikia*, Synth. Commun., 2004, 34(15), 2849-2855
80 C, 1.5 h
17 examples (3499%) 98%
KF
OH OAc
MeCO
2
H
56225 Selective reduction of aldehydes to alcohols using alumina with a catalytic amount of base under
microwave irradiation
P. K. Pradhan, P. Jaisankar, B. Pal, S. Dey, V. S. Giri*, Synth. Commun., 2004, 34(15), 2863-2872
Al
2
O
3
, DMAP
MW 300 W (2 x 5 min), MeOH
11 examples (8095%) 95%
OHC NO
2
HOH
2
C NO
2
56226 Regioselective synthesis of chromeno[4,3-c] isoquinolin-11-ones by radical cyclization
K. C. Majumdar*, S. Sarkar, Synth. Commun., 2004, 34(16), 2873-2883
Bu
3
SnCl
3
, Na(CN)BH
3
AIBN, C
6
H
6
, reflux, 34 h,
N
2
atmosphere
O
MeN
Me
3
C
O
Br
O
Me
3
C
O
8 examples
6568%
56227 An eco-friendly synthesis of electrophilic alkenes catalyzed by dimethylaminopyridine under solvent-free
conditions
A. V. Narsaiah, A. K. Basak, B. Visali, K. Nagaiah*, Synth. Commun., 2004, 34(16), 2893-2901
DMAP
8085 C, 2.54 h
15 examples
7595%
CHO
+
CN
CO
2
Et
CO
2
Et
CN
56228 Selective thioacetalization of aldehydes catalyzed by aqueous zinc tetrauoroborate
S. Islam, A. Majee*, T. Mandal, A. T. Khan, Synth. Commun., 2004, 34(16), 2911-2916
CH
2
Cl
2
, rt,
5900 min
21 examples
7095%
+
CHO
HS
SH
HC
S
S
Zn(BF
4
)
56229 Direct synthesis of N-acylalkylenediamines from carboxylic acids under mild conditions
B. P. Bandgar*, S. V. Bettigeri, Synth. Commun., 2004, 34(16), 2917-2924
triphenylphosphine, NBS
2555 min, DCM
21 examples
7797%
CH
3
(CH
2
)
2
COOH + HN NH
O
N CH
3
(CH
2
)
NH
56230 A convenient preparation of enantiopure endo-2-hydroxyepicamphor and endo-3-hydroxycamphor from
camphoric acid
Q. Tan, D. Li, H. Bao, Y. Wang, J. Wen, T. You*, Synth. Commun., 2004, 34(16), 2945-2950
The starting compound is easily prepared from camphoric acid
MeOH, N
2
, 25 C, 12 h;
or THF, HCl, 25 C
2 examples
7191%
OSiMe
3
OSiMe
3
OH
O
H
56231 N-methylmorpholine N-oxide: a rare nonmetallic catalyst for the most efcient silylcyanation of aldehydes
S. S. Kim*, G. Rajagopal, D. W. Kim, D. H. Song, Synth. Commun., 2004, 34(16), 2973-2980
1030 min, CH
2
Cl
2
12 examples
7598%
Me
3
SiCN,
N-methylmorpholine N-oxide
H
O
CN
OSiMe
3
56232 Synthesis of diacetals from aldehydes and ketones with pentaerythritol catalyzed by silica sulfate under
microwave irrradiation
T.-S. Jin*, H.-X. Wang, K.-F. Wang, T.-S. Li, Synth. Commun., 2004, 34(16), 2993-2999
benzene or
toluene, 0.55.0 h
17 examples
8098%
silica sulphate, h
H
O
O
O
O
O
56233 One-pot syntheses of amides from N-acylation of nitroarenes with esters mediated by samarium diiodide
X. Wang*, H. Guo, G. Xie, Y. Zhang, Synth. Commun., 2004, 34(16), 3001-3008
THF, rt
11 examples
8295%
NO
2
+
C
O
OCH
2
CH
3
H
3
C
H
N
C
CH
3
O
SmI
2
56234 Synthesis of N,N-bis(2-thiazolinyl)-, N,N-bis(2-thiazolyl)-, and N,N-bis(2-pyrimidinyl)-benzene
dicarboxamides
S. R. Gondi, D. Y. Son*, Synth. Commun., 2004, 34(17), 3061-3072
124 h,
EtOAcMeOH N
S
NH
2
+
COCl
COCl
COHN
COHN
S
N
S N
10 examples
3484%
56235 Zirconium(IV) chloride catalyzed cyclization of ortho-allylphenols: synthesis of
2-methyl-2,3-dihydrobenzofurans
H. M. Meshram*, K. Premalatha, K. Rameshbabu, B. Eeshwaraiah, J. S. Yadav, Synth. Commun., 2004, 34(17), 3091-3097
820 h, DCM,
0 C rt, N
2

atmosphere
ZrCl
4
10 examples
6085%
OH
CH
2
HC
COMe
CH
2
MeOC
O
56236 Efcient synthesis of 3-substituted coumarins
S. H. Mashraqui*, D. Vashi, H. D. Mistry, Synth. Commun., 2004, 34(17), 3129-3134
CH
3
CN, , N
2
, reflux, 28 h
2-chloro-1-methylpyridinium
iodide(C
2
H
5
)
3
N
13 examples
6391%
CHO
OH
+
CH
2
CO
2
H
O O
56237 Silica-supported sodium hydrogen sulfate catalyzed facile transformation of p-hydroxybenzyl alcohols to
p-hydroxybenzyl ethers and thioethers
R. Ramu, N. R. Nath, M. R. Reddy, B. Das*, Synth. Commun., 2004, 34(17), 3135-3145
1.52 h, rt
NaHSO
4
/SiO
2
21 examples
8095%
+
HO
OH
OH
HO
OMe
56238 Trimethylsilyl chloride: a facile and efcient reagent for one-pot synthesis of
3,4-dihydropyrimidin-2(1H)-ones
Y. Zhu, Y. Pan*, S. Huang, Synth. Commun., 2004, 34(17), 3167-3174
rt, DMFCH
3
CN,
13 h
TMSCl
28 examples
7697%
+
OC
2
H
5
O O
H
2
N NH
2
O
+ C
6
H
5
CHO
H
5
C
2
O
N
H
NH
O C
6
H
5
O
56239 Facile and efcient deoxygenation of amine-N-oxides with gallium in water
J. H. Han, K. I. Choi, J. H. Kim, B. W. Yoo*, Synth. Commun., 2004, 34(17), 3197-3201
0.524 h, reflux,
H
2
O
Ga
9 examples
8195%
N
CN
O
N
CN
56240 A facile synthesis of 4-Ar-2-bromopyridine and its 2,2-bipyridine derivatives
X.-F. Duan*, X.-H. Li, F.-Y. Li, C.-H. Huang, Synth. Commun., 2004, 34(17), 3227-3233
THF, 40 C,
Pd(PPh
3
)
4
4-CH
3
C
6
H
4
MgBr
3 examples
4570%
N
I
N
4-CH
3
C
6
H
4
Br Br
56241 A novel route to 3-(O,O-diethylphosphoryl)-2,3-dihydrofurans via rhodium-catalyzed heterocycloaddition
reaction
D. Ging, L. Zhang, C. Yuan*, Synth. Commun., 2004, 34(18), 3251-3258
85 C
H
3
C
P
OEt
O
N
2
O
OEt Rh
2
(OAc)
4
Et
O
+
O N
Et
H
3
C P(O)(OEt)
2
5 examples
7690%
56242 Nitration of cinnamic acids using cerium(IV) ammonium nitrate immobilized on silica
A. Messere, A. Gentili, I. Garella, F. Temussi, B. Di Blasio, A. Fiorentino*, Synth. Commun., 2004, 34(18), 3317-3324
TFA, MgSO
4
, rt, 20 min
CeNH
4
(NO
2
)
5
/SiO
2
3 examples
5790%
HO
COOH
HO
COOH
NO
2
56243 Microwave-assisted synthesis of dihydropyrimidines in solvent-free condition
M. Mirza-Aghayan*, M. Bolourtchian, M. Hosseini, Synth. Commun., 2004, 34(18), 3335-3341
The reaction proceeds in solvent-free conditions.
2030 s, h
FeCl
3
6H
2
O
8 examples
3868%
O
+
Me OEt
O O
+
H
2
N NH
2
O
N
H
N EtO
O
Me O
H
56244 Nickel-catalyzed electrochemical synthesis of dihydro-benzo[b]thiophene derivatives
J. Pelletier, S. Olivero, E. Dunach*, Synth. Commun., 2004, 34(18), 3343-3348
CH
3
CN, electrolysis
Ni(cyclam)(BF
4
)
2
5 examples
5973%
Br
S
S
56245 Improved synthesis of 7-(alkyl/aralkyl)guanines
A. Vidal*, I. Giraud, J.-C. Madelmont, Synth. Commun., 2004, 34(18), 3359-3365
DMA or acetic acid,
HCl, 148 h, rt120 C
alkylating agent (e.g.
CH
3
CH
2
I, 11 examples)
11 examples
5197%
O
HO OH
HO
N
N
N
NH
O
NH
2
N
N
N
NH
O
NH
2
CH
3
H
2
C
HCl
56246 Synthesis of iodinated naphthoquinones using morpholineiodine complex
A. L. Perez*, G. Lamoureux, A. Herrera, Synth. Commun., 2004, 34(18), 3389-3397
rt, pH 2,
1060 min
K
2
CO
3
H
2
O or
dichloroethane
3 examples
5587%
O
OH
O
+
O
N I
H
I
O
OH
O
I
56247 RuCl
3
catalyzed facile conversion of arylalkyl ketoximes to amides
S. K. De*, Synth. Commun., 2004, 34(18), 3431-3434
reflux, CH
3
CN,
1.59 h
RuCl
3
11 examples
4891%
N
H
3
C
H
5
C
6
OH
C
6
H
5
NHCOCH
3
56248 Synthesis of fused imidazoles based on -bromodypnone
V. Kovtunenko*, L. Potikha, A. Turov, Synth. Commun., 2004, 34(19), 3069-3613
benzene, reflux
+
O
Ph
Ph
Br
N
N NH
2
N
N
N
H
Ph
Ph O
Br
56249 A rapid and convenient synthesis of homallylic alcohols by the BarbierGrignard reaction
G. J. Sormunen, D. E. Lewis*, Synth. Commun., 2004, 34(19), 3473-3480
Mg
Et
2
O
O
C
10
H
7
+
Br
HO
H
7
C
10
7 examples
3482%
56250 The synthesis of 9,10-dihydro-9,10-(methaniminomethano)anthracene and N-protected derivatives via
double reductive amination
P. Stoy, J. Rush, W. H. Pearson*, Synth. Commun., 2004, 34(19), 3481-3489
PMBNH
2
, NaBH
3
CN
78 or 6080 C,
MeOH
4 examples
4093%
CHO
CHO
PMP-N
56251 Novel and efcient method to synthesize N-benzyl-4-formyl-piperidine
R. Sheng, Y. Hu*, Synth. Commun., 2004, 34(19), 3529-3533
MgBr
2
Et
2
O
NaOH, 2080 C
3886%
H
2
C N O
H
2
C N H
O
+ (CH
3
)
3
S
+
I
O
56252 Novel synthesis of 2-oxo-2H-benzopyrano[2,3-d]pyrimidines
H. Turki, S. Abid, Y. le Bigot, S. Fery-Forgues, R. El Gharbi*, Synth. Commun., 2004, 34(19), 3553-3563
215 h, 65 C, MeOH
6 examples
2088%
+
O
N
Et
Et
CN
N C
OEt
OEt CH
2
NH
2
N
Et
Et
O
N
N
NHCH
2
O
56253 Efcient tetrahydropyranylation of alcohols and detetrahydropyranylation reactions in the presence of
catalytic amount of trichloroisocyanuric acid (TCCA) as a safe, cheap industrial chemical
H. Firouzabadi*, N. Iranpoor*, H. Hazarkhani, Synth. Commun., 2004, 34(19), 3623-3630
MeOH, TCCA, rt, 38 h
dihydropyran, 6080 C, 548 h
OH
O
33 examples
7595%
33 examples
9096%
TCCA: trichloroisocyanuric acid
N N
N
Cl
O
Cl
O
Cl
O
56254 -PCC and -PCC-SiO
2
as efcient reagents for oxidation of thiols to disuldes
M. M. Khodaei*, P. Salehi, M. Goodarzi, A. Yazdanipour, Synth. Commun., 2004, 34(20), 3661-3666
-PCC-SiO
2
CH
2
Cl
2
, rt, 4 h
12 substrate examples (3895%) 95%
CH
2
SH
56255 Potassium dodecatungstocobaltate trihydrate (K
5
CoW
12
O
40
3H
2
O) as an efcient catalyst for aminolysis
of epoxides
E. Raee*, S. Tangestaninejad, M. H. Habibi, V. Mirkhani, Synth. Commun., 2004, 34(20), 3673-3681
MeCN, reflux, 5.5 h
90 examples (4599%) 99%
K
5
CoW
12
O
40
3H
2
O
O
Cl H
2
N Br
OH
CH
2
Cl NH Br
56256 Efcient and selective formation of mixed acetals by Naon-H SAC-13 silica nanocomposite solid acid
catalyst
I. Ledneczki, A. Molnar*, Synth. Commun., 2004, 34(20), 3683-3690
reflux, 5 min
32 examples (up to 100%) 100%
SAC-13
OH (BuO)
2
CH
2
O
CH
2
OBu
56257 Stereoselective synthesis of cis-1-aryl-2-benzoyl-3,3-dicyanocyclopropanes in the presence of KF2H
2
O
Z. Ren*, W. Cao, W. Ding, Y. Wang, L. Wang, Synth. Commun., 2004, 34(20), 3785-3792
DME, rt, 4 h
11 examples (8695%) 95%
KF2H
2
O
C
6
H
5
CH C(CN)
2
CN
CN C
6
H
5
COPh
Ph
3
AsCH
2
COPhBr
Tetrahedron
56258 Microwave-induced rapid access to aromatic and heteroaromatic sulfonamides under solvent-free
conditions without using external base
A. K. Sharma, S. K. Das*, Synth. Commun., 2004, 34(20), 3807-3819
6 min
28 examples (3094%) 94%
MW
NH
2
Br Br
H
N
S
MeSO
2
Cl
Ph
O O
56259 Bismuth subnitrate catalyzed efcient synthesis of 3,4-dihydropyrimidin-2(1H)-ones: an improved
protocol for the Biginelli reaction
Y. T. Reddy, B. Rajitha*, P. N. Reddy, B. S. Kumar, V. P. Rao, Synth. Commun., 2004, 34(20), 3821-3825
MeCN, 7080 C, 1.5 h
17 examples (8896%) 96%
BiONO
3
O O
Ph H NH
2
NH
3
Me OMe
O O
N
H
N
Ph
O
O
MeO
Tetrahedron
56260 Calcium phosphate-vanadate apatite (CPVAP)-catalyzed aerobic oxidation of propaygylic alcohols with
molecular oxygen
Y. Maeda, Y. Washitake, T. Nishimura*, K. Iwai, T. Yamauchi, S. Uemura*, Tetrahedron, 2004, 60(41), 9031-9036
n-PrCN, 100 C, 20 h, O
2
(1 atm)
Calcium phosphate vanadate apatite
Me
OH
Me
O
56261 Enantioselective oxidative coupling of methyl 3-hydroxy-2-naphthoate using mono-N-alkylated
octahydrobinaphthyl-2,2-diamine ligand
K. H. Kim, D.-W. Lee, Y.-S. Lee, D.-H. Ko, D.-C. Ha*, Tetrahedron, 2004, 60(41), 9037-9042
CH
2
Cl
2
98%, 42% ee 15 examples (5699%)
CuCl, O
2
, mol sieves, [N]
CO
2
Me
OH
CO
2
Me
OH
CO
2
Me
OH
NH
2
NH
2
[N] =
56262 Scope and limitation of montmorillonite K 10 catalysed opening of epoxide rings by amine
A. K. Chakraborti*, A. Kondaskar, S. Rudrawar, Tetrahedron, 2004, 60(41), 9085-9091
rt, 3 h
98% 16 substrates (69100%)
Montmorillonite K 10
O
NH
2
+
HO HN
Tetrahedron
56263 -Hydroxy carboxylic acids as ligands for enantioselective diethylzinc additions to aromatic and aliphatic
aldehydes
T. Bauer*, J. Gajewiak, Tetrahedron, 2004, 60(41), 9163-9170
Et
2
Zn, 28 C, 19 h
97%, 77% ee 18 substrates (7097%, 5283% ee)
H
3
CO CHO
H
3
CO
OH
OH
O
HO
Ph
56264 Enantioselective total synthesis of ()-strychnine: development of a highly practical catalytic asymmetric
carboncarbon bond formation and domino cyclization
T. Ohshima, Y. Xu, R. Takita, M. Shibasaki*, Tetrahedron, 2004, 60(43), 9569-9588
KO-t-Bu THF, rt, 4 mol sieve
95%, >99% ee 9 examples (7496%, 93>99% ee)
[Al]
+
CO
2
Me
O
CO
2
Me
O
CO
2
Me
CO
2
Me
H
O
O
Al
O
O
Li
[Al] =
56265 Sequential ring-closing metathesis/Pd-catalyzed, Si-assisted cross-coupling reactoins: general synthesis
of highly substituted unsaturated alcohols and medium-sized rings containing a 1,3-cis-cis diene unit
S. E. Denmark*, S.-M. Yang, Tetrahedron, 2004, 60(43), 9695-9708
rt, 30 min
92% 11 examples (9193%)
TBAF, Pd(dba)
2
Si
O
Me Me
OH
I
OMe
+
56266 Combinatorial approach to the asymmetric hydrogenation of -acylamino acrylates: use of mixtures of
chiral monodentate P-ligands
M. T. Reetz*, X. Li, Tetrahedron, 2004, 60(43), 9709-9714
CH
2
Cl
2
92% 171 examples (8.3100%, 13.498.8% ee)
L
2
Rh(COD)BF
4
R'
HN
O
CO
2
R''
R' = CH
3
, C
2
H
5
, n-C
3
H
7
, C
6
H
5
R'' = CH
3
, C
2
H
5
R'
HN
O
CO
2
R''
L = chiral monodentate P ligands
56267 Palladium-catalyzed -arylation of N-protected 2-piperidinones
A. de Filippis, D. G. Pardo, J. Cossy*, Tetrahedron, 2004, 60(43), 9757-9767
THF, 65 C
97% 38 examples (099%)
Pd(dba)
2
, [L]
[L] = N
Bn
O
Br
N
Bn
O
+
NH
2
Cy
2
P
56268 Highly diastereo- and enantioselective reactions of enecarbamates with an aldehyde
R. Matsubara, P. Vital, Y. Nakamura, H. Kiyohara, S. Kobayashi*, Tetrahedron, 2004, 60(43), 9769-9784
CH
2
Cl
2
95%, 98% ee 17 examples (8297%, 9498% ee)
CuClO
4
4CH
3
CN, [L]
[L] =
+
O
EtO
O
H
HN
Ph
O
OBn
Me
O
EtO
OH
Me
N
Ph
O
OBn
N N
p-Br-C
6
H
4
p-Br-C
6
H
4
Tetrahedron Letters
Tetrahedron Letters
56269 Palladium-catalysed three component synthesis of ,-unsaturated amidines and imidates
K. Kishore, R. Tetela, R. J. Whitby*, M. E. Light, M. B. Hurtshouse, Tetrahedron Lett., 2004, 45(38), 6991-6994
t
BuNC
PdCl
2
, dppf,
Cs
2
CO
3
, 65 C,
toluene, 1530 min
Ph
Br
NH
Ph N
N
t
Bu
56270 Palladium catalysed synthesis of cyclic amidines and imidates
C. G. Saluste, S. Crumpler, M. Furber, R. J. Whitby*, Tetrahedron Lett., 2004, 45(38), 6995-6996
PdCl
2
, dppf
toluene, 220 h,
109 C, Cs
2
CO
3

or NaO
t
Bu
3884%
12 examples
Br
NH
2
t
BuNC
N
HN
t
Bu
56271 Preparation of the conjugated polyene chains with the 1,4-dimethyl substitution
H.-S. Jeon, S. Koo*, Tetrahedron Lett., 2004, 45(38), 7023-7026
n-BuLi, DBU
THF, benzene
5292%
4 examples
Cl CO
2
Et
CO
2
Et
SO
2
Ph
CO
2
Et
CO
2
Et
56272 Nitroalkanes and ethyl glyoxalate as common precursors for the preparation of both -keto esters and
,-unsaturated esters
R. Ballini*, D. Fiorini, A. Palmieri, Tetrahedron Lett., 2004, 45(38), 7027-7029
MeSO
2
Cl, Amberlyst A-21
Et
3
N, CH
2
Cl
2
, rt then 0 C,
1.5 h
6594%
12 examples
H
3
CH
2
C NO
2
O
OEt
O
H
3
CH
2
C
NO
2
COOEt
56273 -Addition of activated methylenes to alyknoates. A straightforward synthesis of multifunctional
compounds
M. Hanedanian, O. Loreau, F. Taran*, C. Mioskowski*, Tetrahedron Lett., 2004, 45(38), 7035-7038
PPh
3
AcOHAcONa
toluene, 80110 C,
up to 4h
2388%
11 examples
COOEt
O O
COOEt
O
OH
56274 Regioselective Pd-catalyzed alkylative lactonizations of 4-hydroxy-2-alkynecarboxylates with
organoboronic acids
C. H. Oh*, S. J. Park, J. H. Ryu, A. K. Gupta, Tetrahedron Lett., 2004, 45(38), 7039-7042
AcOH, 1,4-dioxane,
80 C
yield: 70%
ee: 95%
EtOOC
EtOOC
O
PhB(OH)
2
EtOOC
EtOOC
O
Pd(PPh
3
)
4
Tetrahedron Letters
56275 A novel glycosidation of glycosyl uoride using a designed ionic liquid and its effect on the
stereoselectivity
K. Sasaki, S. Matsumura, K. Toshima*, Tetrahedron Lett., 2004, 45(38), 7043-7047
protic acid, ionic liquid
25 C, 14 h
8289%
6 examples
O
BnO
BnO BnO F
BnO
HO
O
BnO
BnO BnO O
BnO
56276 A convenient synthesis of 3-amino-4-imino(thioxo)-imidazolidin-2-ones
T. Kurz*, K. Widyan, Tetrahedron Lett., 2004, 45(38), 7049-7051
CDI or CDT
& Et
3
N or THF,
NaH, H
2
NNHC
6
H
5
5773%
10 examples
EtO P
O
EtO
NH
CN EtO P
O
EtO
HN
N
NH
NH
O
C
6
H
5
56277 A two-step synthesis of aminopropylpiperidines via aminopropargylpyridines, suitable for the synthesis
of a new class of 5-HT
4
ligands
O. Russo, M. Alami*, J.-D. Brion, S. Sicsic, I. Berque-Bestel*, Tetrahedron Lett., 2004, 45(38), 7069-7072
Et
3
N, DMF, 80 C,
PdCl
2
(PPh
3
)
2
CuI
5393%
6 examples
KN(Boc)
2
N Br
Br
+
N
NBoc
2
56278 The simple solvent-free synthesis of 1H-quinazoline-2,4-diones using supercritical carbon dioxide and
catalytic amount of base
T. Mizuno*, T. Wai, Y. Ishino, Tetrahedron Lett., 2004, 45(38), 7073-7075
scCO
2
, 10 MPa,
80 C, 4 h
4 examples
5497%
base
NH
2
CN
NH
H
N
O
O
56279 Highly stereoselective synthesis of the indolo[2,3-a]quinolizine ring system and application to indole
natural product synthesis
S. M. Allin*, C. I. Thomas, J. E. Allard, K. Doyle, M. R. J. Elsegood, Tetrahedron Lett., 2004, 45(38), 7103-7105
rt, 20 h
yield: 95%
de 100%
HCl, EtOH
N
O
NH
O
H
NH
N
H
O
H
OH
Tetrahedron Letters
56280 General facile synthesis of 2,5-diarylheteropentalenes
P. Vachal*, L. M. Toth, Tetrahedron Lett., 2004, 45(38), 7157-7161
Na
2
Co
3
, H
2
O, DMF,
2585 C, 23 h
9 examples
7491%
PhI, Pd(Ph
3
P)
4
HS
(HO)
2
B
S
Ph
56281 Iodine-catalyzed synthesis of -keto enol esters
R. S. Bhosale, S. V. Bhosale, S. V. Bhosale, T. Wang, P. K. Zubaidha*, Tetrahedron Lett., 2004, 45(39), 7187-7188
I
2
, alcohol
rt, 37 min
O
O
O
OMe
9396%
9 examples
56282 Synthesis of -hydroxy nitriles and 1,3-amino alcohols from epoxides using acetone cyanohydrin as a
LiCN precursor
J. A. Ciaccio*, M. Smrtka, W. A. Miao, D. Rucando, Tetrahedron Lett., 2004, 45(39), 7201-7204
LiCNacetone
0.253 h, THF
6590%
12 examples
O
OH
(CH
2
)
10
CH
3
NC OH
(CH
2
)
10
CH
3
HO
56283 Catalysis of highly stereoselective Mannich-type reactions of ketones with -imino esters by a
pyrrolidine-sulfonamide. Synthesis of unnatural -amino acids
W. Wang*, J. Wang, H. Li, Tetrahedron Lett., 2004, 45(39), 7243-7246
rt, DMSO, 220 h
yield: 7491%
ee: 9699%
8 examples
N
H
HN S
O
O
CF
3
O
+
N
H EtO
2
C
PMP
CO
2
Et
O NHPMP
56284 Enantioselective syntheses of bicyclo[3.1.0]hexane carboxylic acid derivatives by intramolecular
cyclopropanation
N. Yoshikawa*, L. Tan, N. Yasuda, R. P. Volante, R. D. Tillyer, Tetrahedron Lett., 2004, 45(39), 7261-7264
3857%
2 examples
1. pyrrolidine, reflux
2. TBSCl. imidazole, DMF, rt
3. NMO, OsO
4
, acetoneH
2
O, rt
4. SOCl
2
, Et
3
N, toluene, 0 C
5. LiHMDS, THF, 78 C
O
H
H
H
H
HO
H
OTBS
O
N
Tetrahedron Letters
56285 An efcient and green protocol for the preparation of cycloalkanols: a practical synthesis of venlafaxine
S. P. Chavan*, D. A. Khobragade, S. K. Kamat, L. Sivadasan, K. Balakrishnan, T. Ravindranathan, M. K. Gurjar, U. R. Kalkote,
Tetrahedron Lett., 2004, 45(39), 7291-7295
5697%
12 examples
H
2
O, 45120 min,
phase transfer
catalysis
NaOH or KOH
OMe
CN
O
+
OMe
CN
OH
56286 Synthesis of 1,2-dihydroisoquinolines via the reaction of ortho-alkynylarylamines with bis--allylpalladium
M. Ohtaka, H. Nakamura, Y. Yamamoto*, Tetrahedron Lett., 2004, 45(39), 7339-7341
Cu(OAc)
2
,
CH
3
CN, 50 C
+
N
Bn
Ph
SnBu
3
Cl
+
Pd
Cl
Pd
Cl
N
Ph
Bn
56287 A novel procedure for the synthesis of multifunctional ketones through the Fukuyama coupling reaction
employing dialkylzincs
Y. Mori, M. Seki*, Tetrahedron Lett., 2004, 45(39), 7343-7345
ZnBr, THF,
toluene, DMF,
20 C, 1748 h
Et
2
Zn, Pd/C
MeO
O
SEt
O
O
Et
5695%
6 examples
56288 Highly regioselective ring opening of epoxides using NaN
3
: a short and efcient synthesis of
()-cytoxazone
J. Boruwa, J. C. Borah, B. Kalita, N. C. Barua*, Tetrahedron Lett., 2004, 45(39), 7355-7358
CH
3
CN, 1.01.6 h
NaN
3
, 4 molecular
sieves
9097%
9 examples
O
Cl
N
3
Cl
OH
56289 Bismuth trichloride catalyzed synthesis of -aminonitriles
S. K. De*, R. A. Gibbs, Tetrahedron Lett., 2004, 45(40), 7407-7408
BiCl
3
, TMSCN
CH
3
CN, rt, 510 h
CHO
+
NH
2
HN
CN
Tetrahedron Letters
56290 Synthesis of 4b,5,10a,11-tetrahydroindeno[1,2-b]-quinolin-10-ones from BaylisHillman adducts
C. G. Lee, Y. Lee, S. GowriSankar, J. N. Kim*, Tetrahedron Lett., 2004, 45(40), 7409-7413
PPA
120170 C, 0.518 h
N
H
HN
O
+
N
7 examples
5062%
5 examples
422%
56291 A simple, efcient, and highly selective method for the iodination of alcohols using ZrCl
4
/NaI
H. Firouzabadi*, N. Iranpoor*, M. Jafarpour, Tetrahedron Lett., 2004, 45(40), 7451-7454
ZrCl
4
/NaI
2120 min, CH
3
CN
14 examples
7597%
OH I
56292 Curtius rearrangement and Wolff homologation of functionalized peroxides
P. H. Dussault*, C. Xu, Tetrahedron Lett., 2004, 45(40), 7455-7457
EtOC(O)Cl then CH
2
N
2
11 examples
4799%
O OH
t-BuO O
O CHN
2
t-BuO O
56293 Quinone methide initiated cyclization reaction: synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinolines
B. C. Raju*, P. Neelakantan, U. T. Bhalerao*, Tetrahedron Lett., 2004, 45(40), 7487-7489
3 examples
7886%
MeO
MeO
NHTS
+
H
3
C
OBn
CH
3
CH
2
Br
H
3
C
OH
CH
3
N
TsHN
OMe
OMe
1. NaH/DMF
2. Pd/C, H
2
3. Ag
2
O, DCM
4. ZnCl
2
, DCM
56294 Opening of epoxides with aromatic amines promoted by indium tribromide: a mild and efcient method
for the synthesis of -amino alcohols
J. R. Rodriguez, A. Navarro*, Tetrahedron Lett., 2004, 45(40), 7495-7498
16 examples
6596%
+
InBr
3
CH
2
Cl
2
, rt
O
7
t
Bu NH
2
7
OH
N
H
t
Bu
56295 Synthesis and reactivity of enantiomerically pure N-alkyl-2-alkenyl azetidinium salts
F. Couty*, F. Durrat, G. Evano, D. Prim, Tetrahedron Lett., 2004, 45(40), 7525-7528
7 examples
6994%
up to 72%
KHMDS or PhLi
N
Ph
Bn Me
Me
N
Ph
Me
Ph
TfO
Bn
Books, Reviews and Conference Proceedings
Books, Reviews and Conference Proceedings
56296 DNA-Templated organic synthesis: Natures strategy for controlling chemical reactivity applied to
synthetic molecules
X. Li, D. R. Liu*, Angew. Chem., Int. Ed., 2004, 43(37), 4848-4870
A review, with 172 references, describing some representative early examples of nucleic acid templated synthesis,
an analysis of current understanding of this technique, emerging applications and future challenges.
56297 N-Heterocyclic carbenes: reagents, not just ligands!
V. Nair*, S. Bindu, V. Sreekumar, Angew. Chem., Int. Ed., 2004, 43(39), 5130-5135
A review, with 37 references, covering the use of N-heterocyclic carbenes as catalyst and nucleophilic reagents in
transesterication, nucleophilic aromatic substitution, cycloaddition and asymmetric reactions.
56298 In the golden age of organocatalysis
P. I. Dalko*, L. Moisan, Angew. Chem., Int. Ed., 2004, 43(39), 5138-5175
A review, with 251 references, covering the use of organic compounds as catalysts in a diverse range of reactions.
56299 Stereoselective synthesis using diastereotopic groups
R. W. Hoffmann*, Synthesis, 2004, (13), 2075-2090
A review, with 104 references, of stereoselective synthesis using diastereotopic group differentiating reactions,
with conformationally exible molecules.
56300 Palladium catalysts for the Suzuki cross-coupling reaction: an overview of recent advances
F. Bellina, A. Carpita, R. Rossi*, Synthesis, 2004, (15), 2419-2440
A review, with 206 references, of work until March 2004 on new catalyst systems for palladium catalysed Suzuki
cross-coupling rections of organic electrophiles and organoboron compounds.
56301 Intermolecular CH insertions of donor/acceptor-substituted rhodium carbenoids: a practical solution for
catalytic enantioselective CH activation
H. M. L. Davies*, O. Loe, Synthesis, 2004, (16), 2595-2608
A review, with 58 references, covering recent developments in the rhodium-catalyzed intermolecular CH
insertion chemistry of diazo compounds.
56302 Current methods for the synthesis of 2-substituted azoles
C. A. Zicsak, D. J. Hlasta*, Tetrahedron, 2004, 60(41), 8991-9016
A review, with 256 references, of recent literature focusing on new methods of substitution to construct CC bonds
in preparing azole derivatives.
56303 The Reformatsky reaction in organic synthesis. Recent advances
R. Ocampo, W. R. Dolbier, Jr.*, Tetrahedron, 2004, 60(42), 9325-9374
A review, with 369 references, of the recent progress in the uses of Reformatsky reactions in synthetic organic
chemistry. Included are recent work in diastereo- and enantioselective reactions.
Author Index
Author Index
Abe, H. 56191
Abid, S. 56252
Aikawa, K. 56186
Alami, M. 56277
Albert, M. 56151
Albu, S. 56096
Alcazar, E. 56199
Alesi, S. 56107
Alexakis, A. 56174
Allard, J. E. 56279
Allin, S. M. 56279
Alonso, E. 56218
Alper, H. 56171
Alves, E. F. 56110
Anderson, K. 56128
Andersson, P. 56196
Aubert, C. 56127
Augustine, A. 56214
Averina, E. B. 56213
Azizian, J. 56203
Bacque, E. 56182
Balakrishnan, K. 56285
Ballini, R. 56124, 56272
Bandgar, B. P. 56229
Banerjee, J. 56161
Bao, H. 56230
Barboni, L. 56124
Barrett, A. G. M. 56163
Barua, N. C. 56288
Basak, A. K. 56227
Bauer, T. 56263
Beller, M. 56083, 56086
Bellina, F. 56300
Bennacer, B. 56179
Bergmann, R. G. 56089,
56090
Berque-Bestel, I. 56277
Bettigeri, S. V. 56229
Bhalerao, U. T. 56293
Bhor, S. 56086
Bhosale, R. S. 56281
Bhosale, S. V. 56281, 56281
Biermann, U. 56134
Bindu, S. 56297
Blaszczyk, A. 56153
Boas, U. 56207
Bolm, C. 56157
Bolourtchian, M. 56243
Borah, J. C. 56288
Boruwa, J. 56288
Bosco, J. W. J. 56224
Boto, A. 56194
BouzBouz, S. 56169
Bovin, Y. 56156
Bowser, A. M. 56166
Braga, A. L. 56110
Brion, J.-D. 56277
Bryliakov, K. P. 56085
Buchwald, S. 56128
Budynina, E. M. 56213
Cadran, N. 56127
Campbell, J. E. 56143
Cao, W. 56257
Cariou, K. 56127
Carlo, G. 56124
Carpita, A. 56300
Carreira, E. 56198
Carreno, M. 56175
Castedo, L. 56133
Chakraborti, A. K. 56262
Chan, A. S. C. 56104
Chan, K. S. 56104
Chandraiah, L. 56208
Chandrasekhar, S. 56108
Chapman, C. 56196
Chatani, N. 56180
Chauhan, S. M. S. 56223
Chavan, S. P. 56285
Chavarot, M. 56103
Che, C.-M. 56082
Chen, F.-X. 56204
Chen, J. 56082
Chen, W. 56159
Cho, G. Y. 56157
Choi, K. I. 56239
Choudary, B. 56126
Christensen, J. B. 56207
Ciaccio, J. A. 56282
Ciufolini, M. A. 56156
Colacot, T. 56189
Colobert, F. 56175
Corey, E. J. 56164, 56165
Cossy, J. 56169, 56267
Couty, F. 56295
Cozzi, P. G. 56107
Crumpler, S. 56270
Cui, J. 56105
Dalko, P. I. 56298
Das, B. 56161, 56200,
56237
Das, S. K. 56258
Davies, H. M. L. 56142,
56301
De, S. K. 56220, 56247,
56289
de Filippis, A. 56267
Deeber, C. 56198
del Pozo, C. 56218
Delgado, A. 56133
Delgado, F. 56219
Deng, J. G. 56100
Denmark, S. E. 56265
Deprele, S. 56195
Dey, S. 56225
Di Blasio, B. 56242
Diesen, J. 56196
Ding, K. 56135
Ding, W. 56257
Dingerdissen, U. 56083
Dobler, C. 56086
Dolbier, W. R., Jr. 56303
Dommisse, R. A. 56109
Dong, C. 56171
Dong, Y. 56211
Doyle, K. 56279
Duan, X.-F. 56240
Dunach, E. 56244
Durrat, F. 56295
Dussault, P. H. 56292
Early, T. R. 56098
Ebitani, K. 56139
Eeshwaraiah, B. 56235
Ekstrand, M. 56106
Ekthawatchai, S. 56172
El Gharbi, R. 56252
El Qacemi, M. 56182
Elbing, M. 56153
Elsegood, M. R. J. 56279
Enthaler, S. 56083
Evano, G. 56295
Fabbri, D. 56188
Feng, X. 56204
Fensterbank, L. 56127
Fernandez, S. 56192
Ferrero, M. 56192
Fery-Forgues, S. 56252
Fiorentino, A. 56242
Fiorini, D. 56272
Firouzabadi, H. 56253,
56291
Fort, Y. 56209
Frolich, R. 56183
Fujii, T. 56173
Fujioka, S. 56148
Fujita, K. 56173
Fujita, K.-i. 56092
Fujiwara, M. 56179
Funabiki, K. 56093
Furber, M. 56270
Gajare, A. S. 56119
Gajewiak, J. 56263
Garcia, J. 56192
Garella, I. 56242
Gentili, A. 56242
Ghosh, R. 56152
Gibbs, R. A. 56289
Ging, D. 56241
Giralt, E. 56121
Giraud, I. 56245
Giri, V. S. 56225
Godet, T. 56156
Gommermann, N. 56102
Gondi, S. R. 56234
Gonzalez, J. 56218
Goodarzi, M. 56254
Gotor, V. 56192
Goushi, S. 56093
GowriSankar, S. 56290
Guo, H. 56233
Gupta, A. 56168
Gupta, A. K. 56274
Gupta, M. K. 56101
Gurjar, M. K. 56285
Guy, I. L. 56097
Ha, D.-C. 56261
Habibi, M. H. 56222, 56255
Hagemann, B. 56083
Hallur, M. 56168
Hampel, N. 56091
Han, J. H. 56239
Han, W. 56158
Hancock, F. E. 56159
Hanedanian, M. 56273
Hara, T. 56139
Harms, K. 56170
Harrowven, D. C. 56097
Hashimoto, S. 56193
Haufe, G. 56183
Hayashi, T. 56167
Hazarkhani, H. 56253
Hazell, R. G. 56096
Hernandez, D. 56194
Hernandez, R. 56194
Herrera, A. 56246
Herve, G. 56127
Hirao, T. 56210
Hlasta, D. J. 56302
Hoffmann, M. 56091
Hoffmann, R. W. 56299
Hoge, G. 56181
Holmes, A. B. 56098
Hong, B. 56168
Hosseini, M. 56243
Hoveyda, A. 56140
Hoveyda, A. H. 56143
Hu, J. 56084, 56114
Hu, X. 56178
Hu, Y. 56251
Hua, Z. 56155
Huang, C.-H. 56240
Huang, S. 56238
Hugl, H. 56086
Hurtshouse, M. B. 56269
Ichikawa, E. 56151
Ikagawa, A. 56145
Ikariya, T. 56145
Imagawa, H. 56184
Iranpoor, N. 56221, 56253,
56291
Ishino, Y. 56278
Ishizuka, T. 56193
Islam, S. 56228
Itami, K. 56185
Ivanova, O. A. 56213
Iwai, K. 56260
Jafarpour, M. 56291
Jagadeesh, B. 56101
Jain, N. 56223
Jaisankar, P. 56225
Jansson, J. 56157
Jantos, K. 56170
Jasoni, R. L. 56114
Jeon, H.-S. 56271
Jiao, N. 56115
Jin, Q. 56142
Jin, T. 56112
Jin, T.-S. 56232
Jin, Z. 56155
Johannesen, S. A. 56096
Johnson, J. S. 56120
Junge, K. 56083
Kacprzynski, M. 56140
Kakiuchi, F. 56180
Kalita, B. 56288
Kalkote, U. R. 56285
Kamat, S. K. 56285
Kambe, N. 56160
Kamijo, S. 56112
Kamounah, F. S. 56207
Kanai, M. 56151
Author Index
Kaneda, K. 56139
Kaneko, Y. 56088
Kang, Y. 56155
Kantam, M. 56126
Kanzian, T. 56091
Karimi, A. R. 56203
Kataoka, S. 56186
Kennedy-Smith, J. J. 56087
Khan, A. T. 56228
Khobragade, D. A. 56285
Khodaei, M. M. 56254
Kim, C. 56111
Kim, D. W. 56231
Kim, J. 56154
Kim, J. H. 56239
Kim, J. N. 56290
Kim, K. H. 56261
Kim, S. S. 56231
King, F. 56159
Kishore, K. 56269
Kitagaki, S. 56122
Kiyohara, H. 56268
Klapars, A. 56128
Klawonn, M. 56086
Knochel, P. 56102
Ko, D.-H. 56261
Kobayashi, S. 56147, 56268
Komagawa, S. 56137
Kondaskar, A. 56262
Kondo, T. 56088
Kondo, Y. 56176
Koo, S. 56271
Kostyuk, A. N. 56212
Kotora, M. 56130
Kovtunenko, V. 56248
Kozmin, S. A. 56129, 56150
Krska, S. W. 56089
Kumar, A. 56223
Kumar, B. S. 56259
Kurisaki, T. 56184
Kurz, T. 56276
Kuwano, R. 56176
Kuznetsova, T. S. 56213
Kwak, Y.-S. 56164
Kweon, J.-H. 56111
Kwong, F. Y. 56104
Lamoureux, G. 56246
Landa, M. 56219
Larock, R. 56190
Larock, R. C. 56146
Larsen, A. O. 56143
Lasne, M. 56187
Lautens, M. 56158
le Bigot, Y. 56252
Ledneczki, I. 56256
Lee, C. G. 56290
Lee, D.-W. 56261
Lee, Y. 56290
Lee, Y.-S. 56261
Lemiere, G. L. F. 56109
Lemoucheux, L. 56187
Leu, W. 56143
Lewis, D. E. 56249
Li, C.-J. 56094
Li, D. 56230
Li, F. 56105
Li, F.-Y. 56240
Li, H. 56283
Li, K. 56114
Li, L. 56099
Li, T.-S. 56232
Li, X. 56159, 56266, 56296
Li, X.-H. 56240
Liao, J. 56168
Liao, M. 56215
Light, M. E. 56269
Liu, C. 56132
Liu, D. 56113
Liu, D. R. 56296
Liu, F. 56095
Liu, P. N. 56100
Liu, X. 56204
Liu, Z. 56190
Lloyd-Williams, P. 56121
Loe, O. 56301
Loones, K. T. J. 56109
Lopez, F. 56133
Loreau, O. 56273
Love, A. C. 56163
Luliano, A. 56188
Luo, Y. 56094
Luzung, M. R. 56141
Ma, D. 56095
Ma, S. 56115
Macias, A. 56218
Madalengoitia, J. S. 56166
Madelmont, J.-C. 56245
Maeda, Y. 56260
Maes, B. U. W. 56109
Magerlein, W. 56086
Magomedov, N. A. 56162
Mahendar, K. 56126
Mahender, G. 56161
Majee, A. 56228
Majhi, A. 56161
Majumdar, K. C. 56226
Malcria, M. 56127
Malosh, C. F. 56131
Mandal, T. 56228
Mao, L. 56210
Marco-Contelles, J. 56127
Markham, J. P. 56141
Markovic, D. 56106
Maruoka, K. 56148
Mascarenas, J. L. 56133
Mashraqui, S. H. 56236
Masuda, M. 56137
Mathai, S. 56214
Matsubara, R. 56268
Matsuda, A. 56191
Matsui, M. 56093
Matsumoto, Y. 56136
Matsumura, S. 56275
Mayor, M. 56153
Mayr, H. 56091
McDonald, F. 56199
McKenna, J. 56116
Mei, Y. 56155
Merle, D. 56156
Meshram, H. M. 56235
Messere, A. 56242
Metzger, J. O. 56134
Miao, W. A. 56282
Michalik, M. 56083
Mikami, K. 56186
Milani, P. 56110
Mioskowski, C. 56273
Miranda, R. 56219
Mirkhani, V. 56255
Mirza-Aghayan, M. 56243
Mistry, H. D. 56236
Mitsudo, T. 56088
Mizugaki, T. 56139
Mizuno, T. 56278
Moessner, C. 56157
Mohammadi, A. A. 56203
Mohammadizadeh, M. R.
56203
Moisan, L. 56298
Molnar, A. 56256
Monsees, X. 56083
Montchamp, J. 56195
Mori, K. 56139
Mori, Y. 56287
Mukai, C. 56122
Munoz, L. 56121
Murata, K. 56145
Nagaiah, K. 56227
Nagamori, M. 56093
Naidu, J. J. 56205
Nair, V. 56214, 56297
Naka, H. 56136
Nakajima, M. 56193
Nakamura, H. 56286
Nakamura, I. 56138
Nakamura, S. 56144
Nakamura, Y. 56268
Narsaiah, A. V. 56227
Narsihmulu, C. 56108
Nath, N. R. 56237
Navarro, A. 56294
Necas, D. 56130
Neelakantan, P. 56293
Nicewicz, D. A. 56120
Niimi, M. 56088
Nishimura, T. 56260
Nishizawa, M. 56184
Nokami, T. 56185
Nonogawa, M. 56092
Nunn, M. I. T. 56097
Oberhuber, C. N. 56143
Ocampo, R. 56303
Oda, A. 56160
Oehme, G. 56083
Oh, C. H. 56274
Ohashi, Y. 56185
Ohshima, T. 56264
Ohta, M. 56122
Ohtaka, M. 56286
Ohwada, T. 56136, 56144
Ojima, I. 56179
Olah, G. A. 56084
Olivero, S. 56244
Omar-Amrani, R. 56209
Ooi, T. 56148
Orito, Y. 56193
Ozawa, F. 56119
Pahadi, N. K. 56202
Paixao, M. W. 56110
Pal, B. 56225
Palmieri, A. 56272
Pan, Y. 56238
Paquin, J. 56198
Pardo, D. G. 56267
Pare, P. W. 56114
Park, S. J. 56274
Parris, S. 56128
Patil, N. T. 56117, 56202
Pearson, W. H. 56250
Pedersen, B. 56207
Pelletier, J. 56244
Perez, A. L. 56246
Petrenko, A. E. 56212
Piccioli, P. 56188
Pittelkow, M. 56207
Pletcher, J. 56199
Polet, D. 56174
Potikha, L. 56248
Prabhakar, A. 56101
Pradhan, P. K. 56225
Prakash, G. K. S. 56084
Premalatha, K. 56235
Prieto, M. 56121
Prim, D. 56295
Py, S. 56103
Qian, X. 56105
Qin, B. 56204
Qin, J. 56113
Radhakrishnan, K. V. 56214
Raee, E. 56255
Rajagopal, G. 56231
Rajitha, B. 56259
Raju, B. C. 56293
Raju, B. R. 56224
Rameshbabu, K. 56235
Ramu, R. 56237
Ranganath, K. 56126
Rao, V. P. 56259
Ravindranathan, T. 56285
Ready, J. M. 56131
Reddy, B. V. S. 56205,
56208
Reddy, K. S. 56208
Reddy, M. R. 56237
Reddy, N. R. 56108
Reddy, P. N. 56259
Reddy, Y. T. 56259
Reetz, M. T. 56266
Remy, P. 56157
Ren, Z. 56257
Repic, O. 56116
Reyes, L. 56219
Rezaei, R. 56221
Riermeier, T. 56083
Rivard, M. 56103
Rodrigues, O. E. D. 56110
Rodriguez, J. R. 56133,
56294
Rosa, E. 56121
Rose, E. 56103
Rose-Munch, F. 56103
Rossi, R. 56300
Rouden, J. 56187
Rucando, D. 56282
Ruck, R. T. 56089, 56090
Rudrawar, S. 56262
Ruggiero, P. L. 56162
Rush, J. 56250
Russo, O. 56277
Ryu, J. H. 56274
Sadashiv, K. 56205
Saikia, A. K. 56224
Reagent Index
Saito, S. 56137
Sakurai, H. 56210
Salehi, P. 56254
Saluste, C. G. 56270
Samuelson, A. G. 56152
Sanghvi, Y. 56192
Sanz-Cuesta, M. 56175
Sarkar, S. 56226
Sarvari, M. H. 56125, 56201
Sasaki, K. 56275
Schneider, R. 56209
Scott, M. E. 56158
Seitz, T. 56187
Seki, M. 56287
Serna, S. 56198
Shan, Z. 56113
Shao, H. 56172
Sharghi, H. 56125, 56201
Sharma, A. K. 56258
Shea, H. 56189
Shen, Y. 56216
Shendage, D. 56183
Sheng, R. 56251
Shi, J.-l. 56099
Shibasaki, M. 56151, 56264
Shieh, W.-C. 56116
Shimada, T. 56138
Shintani, R. 56167
Shreeve, J. 56197
Shreeve, J. M. 56154
Shubashree, S. 56205
Shute, R. E. 56098
Shuto, S. 56191
Sibgatulin, D. A. 56212
Sicsic, S. 56277
Simmons, R. 56169
Sivadasan, L. 56285
Skrydstrup, T. 56096
Smith, C. J. 56098
Smrtka, M. 56282
Solladie, G. 56175
Son, D. Y. 56234
Song, D. H. 56231
Sorimachi, K. 56149
Sormunen, G. J. 56249
Sreedhar, B. 56126
Sreekumar, V. 56297
Srinivas, K. V. N. S. 56200
Staben, S. T. 56087
Steunenberg, P. 56106
Stoy, P. 56250
Studer, A. 56170
Suarez, E. 56194
Subba Reddy, B. V. 56101
Sultana, S. S. 56108
Sunitha, V. 56208
Suzuki, M. 56151
Taguchi, Y. 56088
Takita, R. 56264
Talsi, E. P. 56085
Tamami, B. 56221
Tamariz, J. 56219
Tan, L. 56284
Tan, Q. 56230
Tang, Y. 56162, 56211
Tangestaninejad, S. 56222,
56255
Taniguchi, N. 56123
Taran, F. 56273
Tatamidani, H. 56180
Tedeschi, L. 56163
Teichert, A. 56170
Temussi, F. 56242
Terada, M. 56149
Terao, J. 56160
Terauchi, M. 56191
Tetela, R. 56269
Thomas, C. I. 56279
Thozet, A. 56156
Tillyer, R. D. 56284
Togo, H. 56217
Toshima, K. 56275
Toste, F. D. 56087, 56141
Toth, L. M. 56280
Toyota, K. 56119
Trifonova, A. 56196
Tse, M. K. 56086
Tu, Y. Q. 56100
Turki, H. 56252
Turov, A. 56248
Tursky, M. 56130
Twamley, B. 56197
Uchiyama, M. 56136, 56144
Uemura, S. 56260
Ueyama, K. 56167
Uraguchi, D. 56149
Ushiogi, Y. 56185
Vachal, P. 56280
Vashi, D. 56236
Vazquez, M. A. 56219
Vennerstrom, J. L. 56211
Vidal, A. 56245
Viji, S. 56214
Vincent, G. 56156
Visali, B. 56227
Vital, P. 56268
Vogel, P. 56106
Volante, R. P. 56284
Volochnyuk, D. M. 56212
Wai, T. 56278
Wang, G. 56216
Wang, H. 56145
Wang, H.-X. 56232
Wang, J. 56215, 56283
Wang, K.-F. 56232
Wang, L. 56257
Wang, S. H. 56100
Wang, T. 56281
Wang, W. 56283
Wang, X. 56135, 56233
Wang, Y. 56084, 56230,
56257
Washitake, Y. 56260
Watanabe, M. 56145
Wei, H.-X. 56114
Wen, J. 56230
Weno, M. 56217
Whitby, R. J. 56269, 56270
Widenhoefer, R. A. 56132
Widyan, K. 56276
Wu, H. 56181
Wu, J. 56168
Wu, S. 56172, 56177
Wu, X. 56159
Wu, Z. 56113
Xiao, J. 56159, 56197
Xie, G. 56233
Xing, C. 56118
Xu, C. 56206, 56292
Xu, Y. 56264
Xue, S. 56116
Yabu, K. 56151
Yadav, J. S. 56101, 56205,
56208, 56235
Yadollahi, B. 56222
Yamada, I. 56167
Yamaguchi, R. 56092,
56173
Yamamoto, Y. 56112, 56117,
56202, 56286
Yamashita, H. 56122
Yamashita, Y. 56147
Yamauchi, T. 56260
Yan, J.-n. 56099
Yang, Q. 56115
Yang, S.-M. 56265
Yao, T. 56146
Yao, W. 56215
Yashin, N. V. 56213
Yasuda, N. 56284
Yates, C. M. 56120
Yazdanipour, A. 56254
Yeung, C. H. 56104
Yomamoto, Y. 56138
Yoo, B. W. 56239
Yoshida, J. 56185
Yoshifuji, M. 56119
Yoshikawa, N. 56284
You, T. 56230
Yu, C.-M. 56111
Yu, W. 56155
Yuan, C. 56206, 56241
Yusa, Y. 56186
Zard, S. 56182
Zerov, N. S. 56213
Zeni, G. 56110
Zhang, F.-Y. 56165
Zhang, G. 56204
Zhang, L. 56129, 56150,
56241
Zhang, Q. 56114
Zhang, R. 56105
Zhang, W. 56177
Zhang, X. 56146, 56177
Zhang, Y. 56233
Zhang, Z. 56177
Zheng, Z. 56115, 56178
Zhou, H. 56204
Zhou, Y. 56113
Zhu, S. 56118
Zhu, Y. 56238
Zicsak, C. A. 56302
Zou, W. 56172
Zubaidha, P. K. 56281
Zuckermann, R. L. 56089
Zurita, E. 56121
Reagent Index
acetic acid 56274
acetone cyanohydrin 56282
acetylacetone 56273
AIBN 56226
air 56082
alcohols 56217, 56281
aldehydes 56170
alkyl vinyl ethers 56241
alkyl zinc 56143
alkyl zinc reagent 56140
alkylating agents 56245
alkylation 56213
alkylzinc halides 56131
allyl bromide 56249
allyl chloride 56286
allylpalladium chloride dimer
56286
allytributylstannane 56286
alumina 56225
aluminium ate base 56136
aluminium complex 56120,
56204
aluminium lithium
bis(binaphthoxide)
complex 56264
amines 56248, 56252
2-aminopyridine 56217
ammonium bromides 56148
ammonium chloride 56161
ammonium
hydrogencarbonate
56091
ammonium thiocyanate
56222
aryl iodides 56280
aryl magnesium bromide
56240
azazirconacyclobutenes
56089
bakers yeast 56105
benzamidine 56217
benzoic acid 56117, 56202
binaphthol monophosphoric
acid 56149
BINOL 56107
o-biphenylphosphines
56267
bismuth subnitrate 56259
bismuth trichloride 56289
bismuth triate 56208
bis(phosphanyl)biphenyl
ligand 56186
borane 56113
bromine 56153
bronsted acid 56129
tert-butyl hydroperoxide
56126
n-butyllithium 56271
1-butyl-3-methylimidazolium
tetrauoroborate 56223
caesium acetate 56157
caesium carbonate 56098,
56148, 56157
caesium uoride 56154,
56185, 56190
calcium phosphate-
vanadate apatite 56260
carbonyldiimidazole 56211,
56276
carbonyldi(1,2,4-triazole)
56276
Reagent Index
cerium(IV) ammonium
nitrate/silica 56242
cesium carbonate 56269
cesium chloride 56270
chiral aziridine suldes
56110
chiral [2.2.2] diene ligand
56198
chiral Schiff base 56140
2-chloro-1-methylpyridinium
iodidetriethylamine
56236
commper complex 56140
copper acetate 56286
copper bromide 56102
copper chloride 56132,
56261
copper complex 56131,
56268
copper iodide 56095, 56185,
56277
copper(I) iodide 56157
copper reagents 56152
copper salt 56112, 56128,
56143
copper triate 56101
1,5-cyclooctadiene 56176
DBU 56271, 56278
diacetone alcohol 56108
(diacetoxyiodo)benzene
56194
dialkylzincs 56287
di-tert-butyl
biphenylphosphine
56098
2,6-dichloropyridine N-oxide
56082
diethyl aluminium chloride
56151
diethyl zinc 56110, 56263
dihydropyran 56253
dimethyl oxosulfonium
methylide 56251
N,N-dimethylaminoglycine
56095
1-[3-(dimethylamino)propyl]-
3-ethylcarbodiimide
hydrochloride (EDCI)
56166
dimethylaminopyridine
56225
dimethyldioxirane 56215
1-(2-dimethylphosphine-
1-naphthyl)isoquinoline
56102
DMAP 56227
electrophile 56136
ethanol 56279
ethylaluminium
sesquichloride 56134
ferrocene-based phosphine-
phosphoramidite ligand
56178
rst generation Grubbs
carbene complex 56133
gallium 56239
glucose 56105
gold chloride 56094, 56146,
56150
gold complexes 56087
graphitemethanesulfonic
acid 56201
Grignard reagents 56160
hexabutylditin 56097
hydrazines 56276
hydride 56175
hydrochloric acid 56245,
56279
hydrogen peroxide 56086
-hydroxy carboxylic acids
56263
hydroxyapatite-supported
palladium nanoclusters
56139
imidazolium dichromate
56220
imidozirconium complexes
56089
indium bromide 56294
iodine 56194, 56200
iodosylbenzene 56085
ionic liquids 56205
iridium catalyst 56173,
56174, 56196
iridium complex 56092
iron chloride 56243
ketones 56217
KHMDS 56295
Lewis acid 56162, 56191
LiHMDS 56284
lipase enzyme 56192
lithium binaphtholate
catalyst 56193
2,6-lutidine 56091, 56155
magnesium 56249
magnesium bromide 56251
magnesium diiodide 56114
magnesium iodide 56158
mercuric triate catalyst
56184
mesoporous silica 56099
methanesulfonic acid 56272
p-methoxybenzylamine
56250
N-methylmorpholine
N-oxide 56231
N-methylpyrrolidine 56162
microwaves 56258
molecular oxygen 56139
molecular sieves 56288
montmorillonite K 10 56262
morpholineiodine complex
56246
Naon_H SAC-13 silica
nanocomposite 56256
nanocrystalline magnesium
oxide 56126
NBS 56229
nickel complex 56123,
56130, 56137, 56164,
56244
NMO 56284
nucleophile 56172, 56174
osmium oxide 56284
osmium tetroxide 56155
oxazaborolidine 56111
palladium 56099, 56104,
56117
palladium acetate 56098,
56109, 56209
palladium catalyst 56176,
56180, 56190
palladium(II) catalyst 56189
palladium catalyst/polymer
support 56195
palladium chloride 56269
palladium complex 56119,
56121, 56132, 56160,
56265, 56267, 56274,
56277
palladium complex catalyst
56197
palladium tetraphosphine
56240
palladium/charcoal 56293
pentaerythritol 56232
pentamethylcyclopenta-
dienyl ligand 56173
phase-transfer catalysts
56165
phenyllithium 56295
phosphine ligand 56137,
56180
56174
phosphorus chloride 56116
phosphorusoxazoline
ligands 56196
phthaloyldichloride 56234
-picolinium chlorochromate
56254
piperidine 56118
platinum catalyst 56138
platinum chloride 56127
polysulfones 56106
potassium tert-butoxide
56084, 56092, 56122
potassium carbonate 56095,
56115, 56206, 56217
potassium di-tert-
butylimidocarbonate
56277
potassium
dodecatungstocobaltate
trihydrate 56255
potassium uoride 56224
potassium uoride dihydrate
56257
potassium hydroxide 56167,
56285
potassium iodide catalyst
56171
potassium permanganate
56223
potassium phosphate 56152
PPA 56290
proline 56093
L-proline 56108
protecting group 56183
protic acids 56275
pyrrolidine 56284
pyrrolidine-sulfonamide
56283
quaternary ammonium salts
56165
rhodium (N-arylsulfonyl)
prolinate 56142
rhodium catalyst 56171,
56179, 56181, 56186
rhodium complex 56088,
56167, 56177, 56178,
56198, 56241, 56266
rhodium-ligand complex
56135
ruthenium catalyst 56083,
56145, 56169, 56188
ruthenium chloride 56247
ruthenium complexes 56088
ruthenium complex/poly
(ethylene glycol) 56159
rutheniumporphyrin
complex 56082
samarium diiodide 56233
samarium iodide 56096,
56103
self supported heterogenous
catalyst 56135
silica sulfate 56232
silver complex 56087, 56143
silver nitrate 56124
silver oxide 56293
silver triate 56094
silyl compound 56191
sodium acetate 56273
sodium azide 56288
sodium tert-butoxide 56270
sodium carbonate 56280
sodium cyanoborohydrate
56226
sodium ethoxide 56216
sodium formate 56100
sodium hydride 56276,
56293
sodium hydrogen
sulfate/silica 56237
sodium hydroxide 56251,
56285
sodium iodide 56291
sodium methoxide 56216
sodium periodate 56155
sodium-malonate 56174
spiro monodentate
56177
supercritical carbon dioxide
56098, 56278
TBAF 56265
TBSCl 56284
tertiary amine 56114
tetrabutylammonium
bromide 56100
tetrabutylammonium uoride
56097, 56102
tetrakis(triphenylphosphine)
palladium 56115, 56202,
56210
Reaction Index
tetramethyluoroamidinium
hexuorophosphate
56207
TFA 56214
thiazolium iodide/gel 56163
thioamides 56217
thionyl chloride 56284
titania 56222
titanium phenylacetylide
56107
titanium tetrachloride 56156
tosylmethyl isocyanide
56218
transition metal complex
56128
triarylphosphine 56104
tri-n-butylinchloride 56226
trichloroisocyanuric acid
56253
triethylamine 56099, 56162,
56163
(triuoromethyl)
trimethylsilane 56154
trimethylsilyl chloride 56238
trimethylsilyl cyanide 56289
trimethylsilylazide 56112
trimethylsilylcyanide 56231
triphenyl phosphine 56273
triphenylphosphine 56229
triphenylphosphinegold(I)
56141
tungsten carbonyl catalyst
56199
water 56193
xanthanes 56182
zinc 56123, 56161
zinc bromide 56287
zinc chloride 56293
zinc oxide 56125
zinc tetrauoroborate 56228
zincates 56144
zirconium catalyst 56147
zirconium(IV) chloride 56235
zirconium chloride 56291
zirconium complexes 56089,
56090
Reaction Index
acetalization 56256
acetylation 56224
acid hydrolysis 56276
acylation 56120, 56192,
56207
N-acylation 56233
addition 56096, 56102,
56263, 56274
1,4-addition 56167
additions 56094
aldol condensation 56114
aldol reaction 56108
alkylation 56134, 56161,
56176, 56211, 56245,
56248
alkylthiolation 56123
allylation 56117, 56202,
56286
allylic alkylation 56140,
56143, 56174
allylic rearrangement 56208
amidation 56183
amination 56119
aminolysis 56255, 56294
arylation 56092, 56267
arylthiolation 56123
asymmetric addition 56268
asymmetric hydrogenation
56177, 56178, 56181,
56196, 56266
asymmetric reduction 56113
asymmetric transfer
hydrogenation 56159
BarbierGrignard 56249
Beckmann 56247
benzylation 56176
Biginelli 56238, 56243
Biginelli reaction 56200,
56259
bromination 56280
Brook rearrangements
56120
carboalkoxylation 56132
carboamination 56089,
56138
carbocyclization 56087
carbon dioxide 56098
carboncarbon bond
formation 56093
carbonhydrogen bond
activation 56142
carbonnitrogen bond
formation 56098, 56128
carbonnitrogen cleavage
56220
carbonylation 56171, 56278
CBS reduction 56111
ClaisenSchmidt reaction
56126
cleavage 56106
cocyclization 56137
condensation 56219, 56252,
56285
Condensationasymmetric
epoxidation 56126
Coniaene reaction 56087
conjugate addition 56148,
56164, 56198, 56271
Cope rearrangement 56142
coupling 56095, 56099,
56152, 56187, 56269,
56277
couplingcyclisation 56115
cross-coupling 56103,
56104, 56131, 56157,
56180, 56190, 56265
Curtius 56292
cyanations 56120
cyanosilylation 56204
cyclisation 56218, 56235,
56279
cyclization 56116, 56122,
56129, 56132, 56133,
56162, 56184, 56186,
56244, 56293
cyclization reaction 56182
[3+2] cycloaddition 56112
cycloaddition 56147
cycloisomerisation 56150
cycloisomerization 56127,
56199
cyclopropanation 56257,
56271, 56284
deallylation 56130
deamidation 56183
deuorination 56216
dehydration 56090, 56272
deoxygenation 56239
deprotonative alumination
56136
destannylation 56216
desulfonation 56271
detetrahydropyranylation
56253
deuteration 56097
1,3-diaza-Claisen
rearrangement 56166
dimerization 56088, 56165
dimerizationsilylation
56160
Dimroth 56276
directed MizorokiHeck
56185
double reductive amination
56250
electrophilic FriedelCrafts
alkylation 56091
enantioselective addition
56107, 56110
enantioselective aldol
reaction 56193
enantioselective
hydrogenation 56083,
56135
epoxidation 56086, 56251
epoxidationisomerization
56082
etherication 56281
four component reaction
56203
FriedelCrafts 56094, 56290
FriedelCrafts acylation
56125, 56201
FriedelCrafts alkylation
56149
Fukuyama 56287
furan synthesis 56146
glycosidation 56275
Heck 56099
Heck reaction 56197
Henry 56272
hetero DielsAlder reaction
56168
N-heterocyclization 56173
heterocycloaddition 56241
homocoupling 56185
homolytic aromatic
substitution 56170
HornerWadsworth
Emmons olenation
56170, 56206
Huisgen 56214
hydrochloric acid 56230
hydrogenation 56100
hydrolysis 56192, 56245
hydrophosphonylation
56195
insertion 56270
intermolecular amination
56209
intramolecular amination
56209
intramolecular
aminoacylation 56138
intramolecular cycloaddition
56179
intramolecular S
N
2 reaction
56172
iodination 56246, 56291
isomerization 56141
Knoevenagel 56227
Knoevenagel condensation
56118
lactonization 56274
Mannich 56283, 56290
mesylation 56272
methanol 56230
Michael 56248, 56273
Michael addition 56145
Michael reaction 56264
microwave synthesis 56203
monacylation 56229
Mukaiyama 56236
Negishi 56280
nitration 56124, 56242
nitroform 56213
nucleophilic addition 56212,
56216
nucleophilic substitution
elimination 56084
oxidation 56085, 56139,
56223, 56254, 56260
oxidative cleavage 56155
oxidative coupling 56261
oxygensulfur exchange
56222
protecting 56153
radical 56226
radical hydrogen
abstractionoxidation
56194
rearrangement 56251
reduction 56097, 56105,
56191, 56215, 56218,
56225, 56277, 56282
regioselective cross-
metathesis 56169
Reissert reaction 56151
ring closing olen metathesis
56188
Reaction Index
ring expansion 56101,
56128, 56158
ring opening 56221, 56262,
56271, 56288
silylcyanation 56231
silylzincation 56144
stereoselective synthesis
56175
Stetter reaction 56163
Stevens 56295
Stille 56240, 56280
Strecker 56289
sulfonamide synthesis
56258
Suzuki 56280
Suzuki coupling 56121,
56189
SuzukiMiyaura 56104
SuzukiMiyaura coupling
56210
tandem double amination
56109
tetrahydropyranylation
56253
thioacetalization 56228
three component coupling
56205
transformation 56237
triuoromethylation 56154
Ugi reaction 56156
Wacker-type oxidation
56082
Wolff 56292
Reactant Index
-acetamido dehydroamino
acid derivatives 56181
acetic acid 56224
acetone 56093
acetonoxime levulinate
56192
acetyls 56108
acrylates 56096
activated BaylisHillman
adducts 56161
acyclic amides 56198
acyclic aromatic
N-arylimines 56196
acyl chlorides 56125
N-acylanthranilic acids
56116
acylsilanes 56120
alcohols 56207, 56211,
56224, 56237, 56253,
56256, 56275, 56291
aldehydes 56102, 56114,
56154, 56163, 56193,
56200, 56205, 56225,
56227, 56228, 56231,
56232, 56238, 56243,
56259, 56263, 56289
2-aldehydo (acetonyl) 2-O-
Ms(Ts)--C-glycosides
56172
aliphatic aldehydes 56206
alkenes 56082, 56134,
56155, 56195
alkenyl allylic phosphates
56140
alkenyl azetidinium triates
56295
alkenyl bromides 56269
alkenyl indole 56132
alkenyl(2-pyridyl)silanes
56185
alkenynone 56146
alkoxyamines 56170
alkyl allylic phosphates
56140
alkyl chlorides 56124
alkyl chloroformates 56134
alkyl halides 56161
alkyl iodides 56091, 56124
N-alkylisothiazolidines
56171
alkyl-substituted
diuoromethyl sulfones
56084
alkynes 56087, 56089,
56095, 56117, 56137,
56138, 56195
alkynoates 56273
1-alkyn-5-ones 56184
alkynyl allylic phosphate
56140
alkynylarylnitriles 56286
alkynyldiols 56199
alkynylidenecyclopropanes
56133
allenes 56122, 56202
allenyl ketones 56111
allenynes 56127
allylic alcohol 56139
allylic carbonates 56174
allylic phosphate 56143
allylic sulfones 56271
ortho-allylphenols 56235
amides 56090, 56138
amidine 56109
amine-N-oxides 56239
amines 56255, 56262,
56269, 56289, 56294
amino acids 56156, 56183
amino aryl chlorides 56209
aminoalcohols 56211
aminobenzonitriles 56278
aminopropargylpyridines
56277
aminopyrimidine 56234
aminothiazole 56234
aminothiazoline 56234
anilines 56116, 56219,
56258
anisole 56136
arenes 56091, 56094
aromatic aldehydes 56118
aromatic compounds 56125
aromatic ethers 56201
aromatic ketones 56107
aromatic nitronechromium
carbonate complexes
56103
arsonium ylide 56257
aryl acetic acid 56236
aryl aldehydes 56156,
56236
aryl alkyl ketoximes 56247
aryl amimes 56119
aryl boronic acids 56167
aryl bromide acids 56210
aryl bromides 56098, 56119,
56128, 56152, 56157,
56267
aryl halides 56095, 56097,
56099, 56104, 56115,
56197
aryl iodides 56092, 56123,
56128, 56157, 56265
aryl phosphates 56140
aryl sulmines 56158
arylacetonitriles 56285
1-aza-1,3-butadiene 56168
azanorbornenes 56166
azomethine ylide 56214
BaylisHillman adducts
56290
benzaldehydes 56110,
56219
benzene 56092
1,4-benzodiazepinic
N-nitrosoamidines 56218
benzyl alcohols 56237
benzyl piperidine 56251
benzylamine 56293
benzylic alcohols 56139,
56223
benzylic carbonates 56176
bicyclic lactam 56279
N-boc aldimines 56149
boronic acids 56104, 56121,
56198, 56274
bromoalcohols 56270
bromoamines 56270
bromobenzyl methyl amino
coumarins 56226
bromodiphenyl butenone
56248
bromoiodopyridine 56240
1,3-butadiene 56160
S-tert-butyl groups 56153
camphoric acid 56230
carbamoyl chlorides 56187
carbohydrates 56194
carbon monoxide 56179
carbonyl compounds 56249
carbonyls 56103
carboxylic acids 56201,
56207, 56229
2-chloro-4-uoroanisole
56189
-chloroketones 56131
chlorosilanes 56160
2-chloro-m-xylene 56189
cinnamic acids 56242
cyanoformate esters 56120
cyano-Gilman cuprates
56187
cyclic -diketones 56281
cyclic enones 56264
cyclic -keto esters 56117
cyclic ketones 56285
cyclobutanones 56088
2-cyclohexenone 56164
cyclohexyl isocyanide 56205
-dehydroamino acid
derivatives 56177
deoxynucleosides 56192
dialkoxymethanes 56256
diamines 56229
diazomethane 56213
dibenzylamine 56102
dicarbonyl compounds
56087
dicarbonyls 56238
2,6-dichloropyridines 56182
2,3-dichloroquinoxaline
56210
dienes 56169
diethyl
chloroisopropylidene-
malonate 56271
diethyldiazooxoalkyl-
phosphonates 56241
diethylphosphonopropyl
-aminonitriles 56276
dihydrodicarboxaldehyde
56250
1,2-dihydronaphthalenes
56142
diisopropyl
alkylidenemalonates
56148
1,3-diketones 56117
dimethyl
acetlyenedicarboxylate
56205
dimethyl itaconate 56178
dimethylalumino
trimethylsilyl acetylide
56164
diols 56173
disuldes 56123
dithiols 56228
divinyl ketones 56162
2,2-divinylbiphenyls 56188
enamines 56212
enanamides 56178
enecarbamates 56268
enediynes 56179
enoates 56175
enol ethers 56091
,-enones 56165
1,5-enynes 56141
1,6-enynes 56186
epoxides 56221, 56222,
56255, 56262, 56282,
56288, 56294
esters 56233
ethers 56106, 56253
Product Index
ethyl
cyclopropylideneacetate
56137
ethyl glyoxalate 56272
ethyl glyoxylate 56268
uorotriuoromethylvinyl-
stannane 56216
fulvenes 56168
functionalized aromtics
56136
furans 56091, 56149
glucopyranosyl uoride
56275
glycols 56208
glyconolactols 56191
guanosine 56245
haloaryl allyl thioethers
56244
hydrazones 56147, 56220
-hydroxy -ketoesters
56215
4-hydroxy-2-
alkynecarboxylates
56274
4-hydroxy-2-oxo-
alkylphosphonates 56206
[hydroxy(sulfonyl)iodo]
benzene/polymer 56217
hypophosphorus acids
56195
imines 56089, 56094
-imino acids 56283
iminocoumarins 56252
indoles 56121
o-iodoanilines 56190
o-iodophenols 56190
isatins 56214
isonitriles 56156, 56269,
56270
isoquinolines 56101
itaconic acid 56177
-keto esters 56259
-keto
polyuoroalkanesulfones
56118
ketoester 56243
-ketoesters 56083
ketones 56100, 56114,
56159, 56198, 56204,
56232, 56283
-ketones 56200
-ketosulfoxides 56175
-lactams 56128
lactone 56284
maleimides 56167
malonates 56115, 56145,
56264
methanol 56146
methine compounds 56176
methyl (Z)-
acetamidocinnamate
56178
methyl 3,3,3-
triuoropyruvate 56212
-methylene esters 56161
-methylene nitriles 56161
methylenecyclopropane
amides 56158
methylenes 56202, 56227,
56273
monoallyl malonates 56130
naphthols 56261
naphthoquinolines 56246
ninhydrin 56203
nitriles 56282
nitroalkanes 56272
nitroalkenes 56145, 56148
nitroarenes 56233
nitroaromatics 56105
nitrones 56096
olen derivatives 56135
olens 56099, 56155,
56169, 56257, 56266
organoboron compounds
56180
2-organometallic
heterocyclic derivatives
56280
N-oxides 56204
oximes 56220
peroxyalkanoyl azides
56292
phenethyl bromide 56293
phenols 56152
N-phenyl maleimide 56203
phenylboronic acid 56189
1,2-phenylene diamine
56203
phosphonates 56122, 56170
piperidinones 56267
polyuoroalkylated
aldimines 56093
polymer-supported
aryloxides 56221
primary amines 56173
prochiral ketones 56113
L-proline 56203
propargyl bromine 56277
propargylic alcohols 56260
N-protected amide 56183
pyridine derivatives 56151
2-pyridyl esters 56180
quinolines 56101
semicarbazones 56220
siloxanes 56265
siloxy alkenes 56150
siloxy alkynes 56129
silylamines 56098
silylaryl triates 56190
styrenes 56086
sulde 56085
sulfonyl chlorides 56258
sulfoximines 56157
terminal acetylenes 56144
terminal alkynes 56112
thiol esters 56287
thiols 56237, 56254
thiourea 56238, 56243
thioureas 56166
trimethoxysilyl enol ether
56193
trimethylsilylacetylene
56102
,-unsaturated ketones
56126, 56163
unsaturated lactones 56198
urea 56200, 56238, 56243,
56259
vinyl compounds 56197
vinyl ethers 56147
vinyldiazoacetates 56142
Product Index
acetals 56194, 56256
acetates 56224
acetophenone 56139
acetyl groups 56153
acrylic esters 56273
N-acylalkylenediamines
56229
acylated aryls 56201
acylation products 56125
addition products 56107
adducts 56198, 56268
alcohols 56100, 56106,
56225, 56253, 56263
aldehydes 56155
aldol adduct 56193
aldol products 56108, 56114
alkenes 56144
alkenyl pyrrolidines 56295
N-alkyl amide 56183
O-alkyl esters 56207
alkylation products 56091,
56134, 56143, 56161
alkylguanines 56245
N-alkylimidazoles 56211
allenyl carbinols 56111
allylsilanes 56160
amides 56233, 56247
amidines 56269, 56270
amination products 56119
amines 56239, 56292
amino acid derivatives
56094
-amino acid derivatives
56148
-amino acid derivatives
56266
amino acids 56096, 56283
-amino alcohol complexes
56103
amino alcohols 56255,
56294
2-amino alcohols 56262
1,3-amino alcohols 56282
aminoacylation products
56138
2-aminofuran derivatives
56205
3-amino-4-imino(thioxo)-
imidazolidin-2-ones
56276
-aminonitriles 56289
aminopolyuoroalkyl
ketones 56093
aminopropargylpiperidines
56277
aromatic aluminium
compounds 56136
aryl amines 56098
aryl bromopyridines 56240
3-aryl coumarins 56236
aryl ether alcohols 56221
aryl ketones 56125
aryl suldes 56123
arylalkylguanines 56245
Narylated heterocycles
56209
arylated maleimides 56167
-arylated N-protected-2-
piperidinones 56267
N-arylated sulfoximines
56157
cis-1-aryl-2-benzoyl-3,3-
dicyanocyclopropanes
56257
2-arylheteropentalenes
56280
arylhydroxylamines 56105
azaoxindoles;7-azaindolines
56182
1,2-azidoalcohols 56288
benzene dicarboxamides
56234
benzoazepines 56101
benzopyranopyrimidines
56252
benzyl formyl piperidine
56251
benzylation products 56176
N-benzylideneanilines
56219
biaryls 56092, 56104, 56121
bicycles 56133
bicyclic guanidines 56166
bicyclo[3.1.0]hexane
carboxylic acid 56284
bicyclo[3.1.0]hexenes
56141
binaphthols 56261
bipyridines 56240
branched alkylation product
56174
butenolides 56274
carbamates 56211, 56292
carbazoles 56190
carbinols 56175
carbonyl compounds 56082,
56139
-carbonyls 56212
carbonyls 56220
2-C-branched glycosides
56172
chiral epoxides 56126
chromenoisoquinolinones
56226
conjugate addition products
56164
coupling products 56095,
56099, 56156, 56189,
56197, 56265
cross-metathesis
compounds 56169
cyanides 56090
Product Index
cyanohydrin trimethylsilyl
ethers 56204
cyclic amines 56173
cyclic dithioacetals 56228
cyclic enol ethers 56199
cyclic products 56186
cycloalkanols 56285
cycloheptadienes 56137
cyclohexenones 56162
cycloisomerization product
56127
cyclopentanoids 56087
1,2-cyclopropanated sugars
56172
dehalogenated aromatics
56097
o-deuterioanisole 56136
diacetals 56232
diaryl ethers 56152
dibenzofurans 56190
1,5-dicarbonyl compounds
56165
dienes 56140
diethylphosphoryl
dihydrofurans 56241
1,1-diuoroalkenes 56084
dihydrobenzothiophene
56244
dihydroisoquinolines 56286
dihydromethanimino-
methanoanthracene
56250
dihydropyrimidinones
56200, 56238, 56243
3,4-dihydropyrimidinones
56259
anti-,-dihydroxy esters
56215
1,4-diketones 56163
dinitrocyclopropane 56213
1,4-diols 56175
diols 56194
disilylated dienes 56160
3,8-disilylocta-1,6-dienes
56160
2,3-disubstituted
quinoxaline 56210
C
2
,N
3
-disubstituted-4-
quinazolone 56116
disuldes 56254
electrophilic amines 56227
enynes 56140
epoxides 56086
ethers 56237, 56253
free amide 56183
functionalized
dihydronaphthalenes
56142
functionalized pyrrolidines
56158
furan-2-ylamines 56149
fused imidazoles 56248
-C-glycosides 56191
glycosides 56275
heteroaromatics 56217
homoallylic alcohols 56249
H-phosphonic acids 56195
hydrogenation product
56181, 56196
hydrogenation products
56135, 56177, 56178
-hydroxy nitriles 56282
3-hydroxycamphor 56230
2-hydroxyepicamphor
56230
-hydroxyesters 56083
-hydroxy---unsaturated
ketones 56206
imidates 56269, 56270
imidazo benzodiazepines
56218
imidazoles 56109
indenoquinolines 56290
indoloquinolozine 56279
iodides 56291
iodinated naphthoquinones
56246
o-iodoanisole 56136
isocyanates 56292
isoxazoline N-oxide 56213
-keto acids 56165
-keto enol ethers 56281
ketones 56180, 56287
-L-3-O-levulinyl-2-
-L-5-O-levulinyl-2-
malonates 56130
malonic acid derivatives
56120
methyl ester 56183
2-methyl-2,3-
dihydrobenzofurans
56235
2-methylfurans 56184
Michael adducts 56145
Michael products 56264
monoallylated products
56202
multisubstituted butadienes
56185
nitriles 56090
nitroacrylic esters 56272
nitroalkanes 56124
nitrogen heterocycles 56128
nitrostyrenes 56242
oxacycles 56122
oxindoles 56170
peroxyalkanoates 56292
phenanthrenes 56188
polyenes 56271
polysubstituted
cycloheptane 56137
polysubstituted
cyclopropane 56115
propargylamines 56102
propargylic ketones 56260
protected amino acid 56183
pseudoglycals 56208
2-pyranones 56088
pyrazolidine 56147
pyrazoline 56147
pyrindines 56168
quaternary carbon centre
56117
1H-quinazoline-2,4-diones
56278
Reissert products 56151
5-7-5 ring systems 56179
secondary alcohols 56110,
56159
(R)-secondary alcohols
56113
siloxy hexadienes 56150
silyl enol ether 56129
spiro pyrrolizidines 56203
spiro-oxindoles 56214
substituted furans 56146
-substituted ketones 56131
substituted
tetrahydrocarbazole
56132
sulfonamides 56258
sulfoxide 56085
tertiary amides 56187
tetrahydroisoquinolines
56293
tetrahydro[1,8]napthyridines
56182
tetrahydro-5H-pyrido[2,3-b]
azepin-8-ones 56182
tetrahydro-2H-1,3-thiazin-2-
ones 56171
tetrasubstituted
trans-2,3-dihydrofurans
56118
thiiranes 56222, 56223
thioethers 56237
1,2,3-triazoles 56112
triuoromethylated alkyl
vinyl ethers 56216
triuoromethylation products
56154
trimethylsilyl esters 56231
trisubstituted alkenes 56161
,-unsaturated esters
56161
,-unsaturated imines
56089
,-unsaturated nitriles
56161
,-unsaturated oxindoles
56170
vinylallenes 56127
Journal Selection

Journal Selection
Journal Issue No. of Items Journal Issue No. of Items
Angew. Chem., Int. Ed., 43(37), Sep 2004 2
Angew. Chem., Int. Ed., 43(38), Sep 2004 1
Angew. Chem., Int. Ed., 43(39), Oct 2004 5
Angew. Chem., Int. Ed., 43(40), Oct 2004 5

Biosci., Biotechnol. Biochem., 68(8), Aug 2004 0
Biosci., Biotechnol. Biochem., 68(9), Sep 2004 0

Chem. Commun., (17), Sep 2004 8
Chem. Commun., (18), Sep 2004 2
Chem. Commun., (19), Oct 2004 0
Chem. Commun., (20), Oct 2004 4
Chem. Commun., (21), Nov 2004 6
Chem. Pharm. Bull., 52(10), Oct 2004 0
Chem. Pharm. Bull., 52(8), Aug 2004 0
Chem. Pharm. Bull., 52(9), Sep 2004 0

Eur. J. Inorg. Chem., (18), Sep 2004 0
Eur. J. Inorg. Chem., (19), Oct 2004 0
Eur. J. Inorg. Chem., (20), Oct 2004 0
Eur. J. Org. Chem., (18), Sep 2004 1

Helv. Chim. Acta, 87(9), Sep 2004 2

J. Am. Chem. Soc., 126(11), Mar 2004 3
J. Am. Chem. Soc., 126(33), Aug 2004 6
J. Am. Chem. Soc., 126(34), Sep 2004 6
J. Am. Chem. Soc., 126(35), Sep 2004 2
J. Am. Chem. Soc., 126(36), Sep 2004 5
J. Am. Chem. Soc., 126(38), Sep 2004 4
J. Med. Chem., 47(20), Sep 2004 0
J. Med. Chem., 47(21), Oct 2004 0
J. Med. Chem., 47(22), Oct 2004 0
J. Med. Chem., 47(23), Nov 2004 0
J. Med. Chem., 47(24), Nov 2004 0
J. Org. Chem., 69(19), Sep 2004 5
J. Org. Chem., 69(20), Oct 2004 6

Nat. Prod. Rep., 21(5), Oct 2004 0
Nature, 432(7016), Nov 2004 0
New J. Chem., 28(11), Nov 2004 1

Org. Biomol. Chem., 2(19), Oct 2004 2
Org. Lett., 6(19), Sep 2004 13
Org. Lett., 6(20), Sep 2004 14
Org. Lett., 6(21), Oct 2004 18

Russ. J. Gen. Chem., 74(7), Jul 2004 0
Russ. J. Org. Chem., 40(6), Jun 2004 0

Science (Washington), 306(5700), Nov 2004 0
Synth. Commun., 34(15), Aug 2004 7
Synth. Commun., 34(16), Aug 2004 8
Synth. Commun., 34(17), Sep 2004 7
Synth. Commun., 34(18), Sep 2004 7
Synth. Commun., 34(19), Oct 2004 6
Synth. Commun., 34(20), Oct 2004 6
Synthesis, (13), Sep 2004 4
Synthesis, (14), Sep 2004 3
Synthesis, (15), Oct 2004 8
Synthesis, (16), Nov 2004 7

Tetrahedron, 60(41), Oct 2004 5
Tetrahedron Lett., 45(38), Sep 2004 12

Abbreviations

Abbreviations
This listing contains common abbreviations which may be used in Methods in Organic Synthesis without definition:
observed optical rotation in degrees
[] specific rotation
Ac acetyl
acac acetylacetonate
AIBN 2,2'-azobisisobutyronitrile
anhyd anhydrous
Ar aryl
atm atmosphere(s)
9-BBN 9-borabicyclo[3.3.1]nonyl
9-BBN-H 9-borabicyclo[3.3.1]nonane
BINAP 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl
BINOL 1,1'-bi-2-naphthol
BOC, Boc tert-butoxycarbonyl
bp boiling point
bpy 2,2-bipyridyl
Bu n-butyl
i
Bu, i-Bu isobutyl
s
Bu, s-Bu sec-butyl
t
Bu, t-Bu tert-butyl
Bz benzoyl
calcd calculated
CAN cerium(IV) ammonium nitrate
CBZ, Cbz benzyloxycarbonyl
CD circular dichroism
CI chemical ionization (in mass spectrometry)
cm centimetre(s)
concd concentrated
COSY correlation spectroscopy
COT, cot cyclooctatetraene
Cp cyclopentadienyl
Cy cyclohexyl
DABCO 1,4-diazabicyclo[2.2.2]octane
DAST diethylaminosulfur trifluoride
DBN 1,5-diazabicyclo[4.3.0]non-5-ene
DBU 1,8-diazabicyclo[5.4.0]undec-7-ene
DCC 1,3-dicyclohexylcarbodiimide
DDQ 2,3-dichloro-5,6-dicyano-1,4-benzoquinone
de diastereomeric excess
DEAD diethyl azodicarboxylate
DIBALH diisobutylaluminium hydride
DMAD dimethyl acetylenedicarboxylate
DMAP 4-(dimethylamino)pyridine
DME 1,2-dimethoxyethane
DMF dimethylformamide
DMS dimethyl sulfide
DMSO dimethyl sulfoxide
E1 unimolecular elimination
E2 bimolecular elimination
ED
50
dose that is effective in 50% of test subjects
EDTA ethylenediaminetetraacetic acid
ee enantiomeric excess
EI electron impact (in mass spectrometry)
ESR electron spin resonance
Et ethyl
FAB fast atom bombardment (in mass spectrometry)
FD field desorption (in mass spectrometry)
FMOC fluoren-9-ylmethoxycarbonyl
FT Fourier transform
g gram(s)
GC gas chromatography
heat
h hour(s)
HMPA hexamethylphosphoramide
HMPT hexamethylphosphorus triamide
HPLC high-performance liquid chromatography
HRMS high-resolution mass spectrum
Hz hertz
IR infrared
k kilo
l litre(s)
LAH lithium aluminium hydride
LDA lithium diisopropylamide
Li(K)HMDS lithium(potassium)hexamethyldisilazane
LTMP lithium 2,2,6,6-tetramethylpiperidide
micro
m metre(s), milli
M moles per litre
MCPBA m-chloroperbenzoic acid
Me methyl
MEM (2-methoxyethoxy)methyl
Mes mesityl, 2,4,6-trimethylphenyl (not
methanesulfonyl)
MHz megahertz
min minute(s)
mM millimoles per litre
MO molecular orbital
mol mole(s)
MOM methoxymethyl
mp melting point
Ms methanesulfonyl (mesyl)
MS mass spectrometry
m/z mass to charge ratio (in mass spectrometry)
NAD nicotinamide adenine dinucleotide
NADH reduced NAD
NBS N-bromosuccinimide
NCS N-chlorosuccinimide
NIS N-iodosuccinimide
NMR nuclear magnetic resonance
NOE nuclear Overhauser effect
NOESY nuclear Overhauser effect spectroscopy
Nu nucleophile
PCC pyridinium chlorochromate
PDC pyridinium dichromate
Ph phenyl
PPA poly(phosphoric acid)
PPTS pyridinium p-toluenesulfonate
Pr propyl
i
Pr, i-Pr isopropyl
rt room temperature
SET single electron transfer
SN
1
unimolecular nucleophilic substitution
SN
2
bimolecular nucleophilic substitution
Sn nucleophilic substitution with allylic
rearrangement
TBAF tetrabutylammonium fluoride
TBDMS tert-butyldimethylsilyl
TCNE tetracyanoethylene
TEMPO tetramethylpiperidine-N-oxyl
Tf trifluoromethanesulfonyl (triflyl)
TFA trifluoroacetic acid
TFAA trifluoroacetic anhydride
THF tetrahydrofuran
THP tetrahydropyran
TIPS triisopropylsilyl
TLC thin layer chromatography
TMEDA N,N,N,N-tetramethyl-1,2-ethylenediamine
TMS trimethylsilyl
Torr 1 mmHg, 1/760 atm
Tr triphenylmethyl (trityl)
Tris tris(hydroxymethyl)aminomethane
Ts tosyl, p-toluenesulfonyl
TTF tetrathiafulvalene
)))) ultrasound
UV ultraviolet

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ISSN 0265-4245 5608256303 January 2005

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