THE CHEMISTRY OF ENOXYSILACYCLOBUTANES - HIGHLY SELECTIVE, UNCATALYZED ALDOL ADDITIONS

被引:50
作者
DENMARK, SE
GRIEDEL, BD
COE, DM
机构
[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana
关键词
D O I
10.1021/jo00057a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
O-(Silacyclobutyl)ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts. The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7-99/1).
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页码:988 / 990
页数:3
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