LEWIS ACID PROMOTED ASYMMETRIC 1,4-ADDITION OF ALLYLTRIMETHYLSILANES TO CHIRAL ALPHA,BETA-UNSATURATED N-ACYLAMIDES

被引:29
作者
WU, MJ
WU, CC
LEE, PC
机构
[1] School of Chemistry, Kaohsiung Medical College
关键词
ASYMMETRIC INDUCTION; CHIRAL ALPHA; BETA-UNSATURATED N-ACYLOXAZOLIDINONE; N-ENOYL-SULTAMS;
D O I
10.1016/S0040-4039(00)92238-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 1,4-addition reaction of allyltrimethylsilane to alpha,beta-unsaturated N-acyloxazolidinones or N-enoyl-sultams in the presence of Lewis acid proceeds in good chemical yield with high diastereomeric excess. The absolute configuration of the new asymmetric center is controlled by the nature of the Lewis acid via transition state A or B.
引用
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页码:2547 / 2548
页数:2
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