EVIDENCE FOR SYNCLINAL TRANSITION-STATE IN THE REACTIONS OF AROMATIC-ALDEHYDES WITH ALPHA-(ALKOXY)ALLYLSTANNANES

被引：8
|
作者：
GUNG, BW
SMITH, DT
WOLF, MA
机构：
[1] Department of Chemistry, Miami University, Oxford
来源：
TETRAHEDRON | 1992年 / 48卷 / 26期
关键词：
ELECTROPHILIC; CHIRAL ALKENE; ALLYLSTANNANE; INSIDE ALKOXY; AROMATIC ALDEHYDES;
D O I：
10.1016/S0040-4020(01)88299-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Unlike aliphatic aldehydes, aromatic aldehydes produce greater than 95% of syn-(Z) enol ether when treated with alpha-(alkoxy)allylstannanes in the presence of BF3.Et2O. However, in the presence of TiCl4, the reaction of p-chloro-o-methoxybenzaldehyde with alpha-(alkoxy)crotylstannane produced predominantly the syn-(E) isomer.
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页码：5455 / 5466
页数：12
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