New insights into the classic chiral Grignard reagent (1R,2S,5R)-menthylmagnesium chloride

被引：19

作者：

Beckmann, Jens

Dakternieks, Dainis

Draeger, Martin

Duthie, Andrew ^{[1
]}

机构：

[1] Deakin Univ, Sch Life & Environm Sci, Geelong, Vic 3217, Australia

[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

[3] Univ Mainz, Inst Anorgan Chem & Analyt Chem, D-55099 Mainz, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 39期

关键词：

asymmetric synthesis; chiral Grignard reagents; Grignard reaction; kinetics;

D O I：

10.1002/anie.200602091

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two in one: An equimolar mixture of the diastereomers (1R,2S,5R)-MenMgCl and (1S,2S,5R)-NeomMgCl is formed from reaction of Mg with either menthyl (Men) or neomenthyl (Neom) chloride. Once formed, each component of the Grignard reagent is configurationally stable. Reaction with electrophiles generally yields products from attack by the more nucleophilic menthyl portion of the Grignard reagent. (Chemical Equation Presented) © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

收藏

页码：6509 / 6512

页数：4

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