Enantioselective catalytic ring opening of epoxides with carboxylic acids

被引:275
作者
Jacobsen, EN
Kakiuchi, F
Konsler, RG
Larrow, JF
Tokunaga, M
机构
[1] Department of Chemistry, Harvard University, Cambridge
基金
日本学术振兴会; 美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(96)02414-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chiral Co(salen) complex 3 is an effective catalyst for the asymmetric ring-opening of meso epoxides with benzoic acid. Enantioselectivities of 55-93% were obtained with a range of substrates. (C) 1997, Elsevier Science Ltd.
引用
收藏
页码:773 / 776
页数:4
相关论文
共 7 条
[1]  
CARRON M, 1985, J ORG CHEM, V50, P1560, DOI DOI 10.1021/JO00209A048
[2]  
JACOBSEN EN, 1995, COMPREHENSIVE ORGANO, V12
[3]   CATALYTIC ASYMMETRIC OXIDATIONS USING OPTICALLY-ACTIVE (SALEN)MANGANESE(III) COMPLEXES AS CATALYSTS [J].
KATSUKI, T .
COORDINATION CHEMISTRY REVIEWS, 1995, 140 :189-214
[4]   Kinetic resolution of terminal epoxides via highly regioselective and enantioselective ring opening with TMSN(3). An efficient, catalytic route to 1,2-amino alcohols [J].
Larrow, JF ;
Schaus, SE ;
Jacobsen, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (31) :7420-7421
[5]   Metal complexes of a chiral quadridentate Schiff base [J].
Leung, WH ;
Chan, EYY ;
Chow, EKF ;
Williams, ID ;
Peng, SM .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1996, (07) :1229-1236
[6]   HIGHLY ENANTIOSELECTIVE RING-OPENING OF EPOXIDES CATALYZED BY (SALEN)CR(III) COMPLEXES [J].
MARTINEZ, LE ;
LEIGHTON, JL ;
CARSTEN, DH ;
JACOBSEN, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (21) :5897-5898
[7]   ORGANIC-REACTIONS AT ALUMINA SURFACES [J].
POSNER, GH .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (07) :487-496