Highly diastereoselective additions to chiral alpha-keto acetals

被引：24

作者：

Akhoon, KM ^{[1
]}

Myles, DC ^{[1
]}

机构：

[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90095

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 17期

关键词：

D O I：

10.1021/jo9701804

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general synthesis of (4R*,5R*)-2-acyl-4,5-diphenyl-1,3-dioxolanes and the addition of alkylmagnesium bromides to these compounds is described. The addition reactions occur with high diastereoselectivity (typical selectivity ca. 90:10). An example addition reaction carried out on an optically active acetal proves the sense of asymmetric induction for addition of organomagnesium reagents to these alpha-keto acetals. An explanation of the mechanism of asymmetric induction is given.

引用

页码：6041 / 6045

页数：5

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