ASYMMETRIC CONJUGATE ADDITIONS TO CHIRAL BICYCLIC LACTAMS - A STEREOSELECTIVE, CONCISE SYNTHESIS OF CHIRAL 2-ALKYL-3,4-AZIRIDINOPYRROLIDINES

被引：11

作者：

ANDRES, CJ ^{[1
]}

MEYERS, AI ^{[1
]}

机构：

[1] COLORADO STATE UNIV, DEPT CHEM, FT COLLINS, CO 80523 USA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 20期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(95)00573-U

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoselective, conjugate additions of primary amines to chiral alpha-iodo alpha, beta- unsaturated bicyclic lactams are described. Typical yields of the resulting aziridinolactams ranged from 60-90% with facial diastereoselectivities of >98:2 in all cases. Selected optically pure aziridinobicyclic lactams were transformed, by reductive cleavage, into chiral 2-alkyl, 3, 4-aziridinopyrrolidines.

引用

页码：3491 / 3494

页数：4

共 15 条

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