CHELATION CONTROL IN THE ADDITION OF HOMOPHTHALIC ANHYDRIDE TO ALPHA-ALKOXY IMINES - PANCRATISTATIN MODEL STUDIES

被引:45
作者
CLARK, RD
SOUCHET, M
机构
[1] Syntex Research, Institute of Organic Chemistry, Palo Alto, CA 94304
关键词
D O I
10.1016/S0040-4039(00)94368-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diastereoselectivity in the addition of homophthalic anhydride to the α-alkoxy imine (S)-5 can be increased dramatically (to > 90%) with addition of Lewis acids. This methodology has been applied to the synthesis of a model compound (12) which contains four asymmetric centers with the same relative stereochemistry as pancratistatin (1). © 1990.
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页码:193 / 196
页数:4
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