REMARKABLE INCREASE IN THE DIASTEREOFACIAL SELECTIVITY OF THE ADDITION OF BETA-METHYL ALPHA-(ALKOXY)ALLYLSTANNANE TO ALDEHYDES - SUBSTITUENT EFFECTS ON DIASTEREOFACIAL SELECTIVITY

被引：32

作者：

GUNG, BW

SMITH, DT

WOLF, MA

机构：

[1] Department of Chemistry, Miami University, Oxford

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(00)71205-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several new chiral allylstannanes were prepared and reacted with aldehydes. Excellent diastereofacial selectivity was observed for the reactions of allylstannane 1 with aldehydes in the presence of BF3.Et2O. This is in contrast to the results from other allystannanes which do not bear a beta-methyl group. These observations were rationalized based on a combination of steric and electronic effects.

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页码：13 / 16

页数：4

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