Multicenter strategy for the development of catalytic enantioselective nucleophilic alkylation of ketones:: Me2Zn addition to α-ketoesters

被引：109

作者：

Funabashi, K ^{[1
]}

Jachmann, M ^{[1
]}

Kanai, M ^{[1
]}

Shibasaki, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Japan Sci & Techonl Corp, PRESTO,Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 44期

关键词：

alkylation; asymmetric catalysis; homogeneous catalysis; ketoesters; nonlinear effects;

D O I：

10.1002/anie.200351650

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An array of heteroatoms is essential for the activity and enantioselectivity of the catalyst 2 in the addition of Me2Zn to α-ketoesters 1 (e.g. see equation). α-Hydroxyesters 3 were obtained with up to 96% ee in the presence of a catalytic amount of additive iPrOH, which serves to generate the catalytically active monomeric species (based on the observation of nonlinear effects).

引用

页码：5489 / 5492

页数：4

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