HIGHLY ENANTIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF BETA-AMINO ACID-ESTERS AND BETA-LACTAMS FROM ACHIRAL ESTERS AND IMINES

被引:113
作者
COREY, EJ
DECICCO, CP
NEWBOLD, RC
机构
[1] Department of Chemistry, Harvard University, Cambridge
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(00)92366-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of S-tert-butyl thiopropionate with a number of N-benzyl or N-allyl aldimines (4) as promoted by the chiral diazaborolidine 1 and triethylamine afforded the beta-amino acid esters 5 with high diastereoselectivity and enantioselectivity, providing a simple route to chiral beta-lactams 6.
引用
收藏
页码:5287 / 5290
页数:4
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