1,3-ASYMMETRIC INDUCTION IN THE ALDOL ADDITION-REACTIONS OF METHYL KETONE ENOLATES AND ENOLSILANES TO BETA-SUBSTITUTED ALDEHYDES - A MODEL FOR CHIRALITY TRANSFER

被引：116
作者：
EVANS, DA
DUFFY, JL
DART, MJ
机构：
[1] Department of Chemistry, Harvard University, Cambridge
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 46期
关键词：
D O I：
10.1016/S0040-4039(00)78430-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The direction and degree of 1,3-asymmetric induction have been evaluated in the addition of metal enolates and enolsilanes to aldehydes substituted at the beta position with both polar (OR, OAc, Cl) and nonpolar (Me) substituents. A model for 1,3-asymmetric induction for polar addition processes such as the Mukaiyama aldol reaction is proposed to account for the documented trends in reaction diastereoselection for polar beta-substituents.
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页码：8537 / 8540
页数：4
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