Highly regio- and stereoselective reductions of carbonyl compounds in aqueous glycosidic media

被引：30

作者：

Denis, C

Laignel, B

Plusquellec, D

LeMarouille, JY

Botrel, A

机构：

[1] ECOLE NATL SUPER CHIM RENNES,CNRS,LAB SYNTH & ACTIVAT BIOMOLEC,F-35700 RENNES,FRANCE

[2] ECOLE NATL SUPER CHIM RENNES,DEPT CHIM ANALYT & THEOR,F-35700 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 01期

关键词：

D O I：

10.1016/0040-4039(95)02094-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly regioselective reductions of alpha,beta-unsaturated ketones to the corresponding allylic alcohols were performed in essentially quantitative yields in aqueous media containing either glycosidic surfactants or amphiphilic carbohydrates. Reductions of cyclohexanones and cyclohexenones lead under the same conditions, stereoselectively to reduced compounds bearing an equatorial alcohol function. Hydrophobic interactions between amphiphilic carbohydrates and lipophilic substrates were modelized and should account for the observed stereodifferentiation.

引用

页码：53 / 56

页数：4

共 29 条

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