A catalytic Michael addition of thiols to α,β-unsaturated carbonyl compounds:: Asymmetric Michael additions and asymmetric protonations

被引:268
作者
Emori, E [1 ]
Arai, T [1 ]
Sasai, H [1 ]
Shibasaki, M [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ja980397v
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:4043 / 4044
页数:2
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共 32 条
[1]   Self-assembly of heterobimetallic complexes and reactive nucleophiles: A general strategy for the activation of asymmetric reactions promoted by heterobimetallic catalysts [J].
Arai, T ;
Yamada, YMA ;
Yamamoto, N ;
Sasai, H ;
Shibasaki, M .
CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (11) :1368-1372
[2]   A new multifunctional heterobimetallic asymmetric catalyst for Michael additions and tandem Michael-Aldol reactions [J].
Arai, T ;
Sasai, H ;
Aoe, K ;
Okamura, K ;
Date, T ;
Shibasaki, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01) :104-106
[3]   THE ASYMMETRIC-SYNTHESIS OF (-)-CAPTOPRIL UTILIZING THE IRON CHIRAL AUXILIARY [ETA-5-C5H5)FE(CO)(PPH3)] [J].
BASHIARDES, G ;
DAVIES, SG .
TETRAHEDRON LETTERS, 1987, 28 (45) :5563-5564
[4]   CATALYTIC ENANTIOSELECTIVE CONJUGATE ADDITION OF DIALKYLZINC COMPOUNDS TO CHALCONES [J].
BOLM, C ;
EWALD, M ;
FELDER, M .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1205-1215
[5]  
Fehr C, 1996, ANGEW CHEM INT EDIT, V35, P2567
[6]   Highly enantioselective catalytic conjugate addition and tandem conjugate addition - Aldol reactions of organozinc reagents [J].
Feringa, BL ;
Pineschi, M ;
Arnold, LA ;
Imbos, R ;
de Vries, AHM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) :2620-2623
[7]   FACILE REDUCTION OF ETHYL THIOL ESTERS TO ALDEHYDES - APPLICATION TO A TOTAL SYNTHESIS OF (+)-NEOTHRAMYCIN-A METHYL-ETHER [J].
FUKUYAMA, T ;
LIN, SC ;
LI, LP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) :7050-7051
[8]   ALKALOID-CATALYZED ASYMMETRIC ADDITION OF THIOCARBOXYLIC S-ACIDS TO CYCLOHEX-2-EN-1-ONES - ABSOLUTE-CONFIGURATION OF THE ADDUCTS BY O,S-DIBENZOATE COTTON EFFECT [J].
GAWRONSKI, J ;
GAWRONSKA, K ;
WYNBERG, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (07) :307-308
[9]   ADDITION OF AROMATIC THIOLS TO CONJUGATED CYCLOALKENONES, CATALYZED BY CHIRAL BETA-HYDROXY AMINES - A MECHANISTIC STUDY ON HOMOGENEOUS CATALYTIC ASYMMETRIC-SYNTHESIS [J].
HIEMSTRA, H ;
WYNBERG, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (02) :417-430
[10]   New asymmetric reactions using a gallium complex: A highly enantioselective ring opening of epoxides with thiols catalyzed by a gallium-lithium-bis(binaphthoxide) complex [J].
Iida, T ;
Yamamoto, N ;
Sasai, H ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (20) :4783-4784