INVESTIGATIONS ON TRANSITION-STATE GEOMETRY IN THE LEWIS ACID-PROMOTED (MUKAIYAMA) AND FLUORIDE-PROMOTED ALDOL REACTIONS

被引:59
作者
DENMARK, SE
LEE, WS
机构
[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana
关键词
D O I
10.1021/jo00083a005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereochemical course of the Lewis acid-and fluoride ion-promoted aldol reaction has been studied with model 1. Cyclizations of 1 show a modest preference for reaction via an antiperiplanar (open transition state) orientation of reactants in the presence of a wide range of Lewis acids and fluoride sources.
引用
收藏
页码:707 / 709
页数:3
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