THE 2-BENZYLOXYTETRAHYDROPYRANYL GROUP AS A CHIRAL AUXILIARY FOR THE NUCLEOPHILIC-ADDITION TO ALPHA-ALKOXY ALDEHYDES

被引：14

作者：

CHARETTE, AB

MELLON, C

MOTAMEDI, M

机构：

[1] Département de chimie l'niversité de Montréal, Montréal

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 47期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/0040-4039(95)01766-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of Grignard reagents, hydride reagents and crotylstannanes to an alpha-alkoxy carbonyl bearing the 2-benzyloxytetrahydropyranyl group showed good levels of diastereofacial control. The sense of induction was the same as that reported for the addition of allylSnBu(3). An important solvent effect consistent with the proposed transition state model was observed in these reactions.

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页码：8561 / 8564

页数：4

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