ASYMMETRIC CONJUGATE ADDITIONS TO CHIRAL BICYCLIC LACTAMS - A STEREOSELECTIVE GENERAL-SYNTHESIS OF CHIRAL 3-AMINOPYRROLIDINES

被引:35
作者
ANDRES, CJ [1 ]
LEE, PH [1 ]
NGUYEN, TH [1 ]
MEYERS, AI [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/jo00115a040
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 bicyclic lactams are described. Typical yields ranged from 80% to 90% with facial diastereoselectivities ranging from 95:5 to >98:2. Several optically pure amino bicyclic lactams were transformed by reductive cleavage, in two steps, to chiral 3-aminopyrrolidines.
引用
收藏
页码:3189 / 3193
页数:5
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