Asymmetric Sommelet-Hauser rearrangement of N-benzylic ammonium salts

被引：60

作者：

Tayama, Eiji ^{[1
]}

Kimura, Hiroshi ^{[1
]}

机构：

[1] Niigata Univ, Grad Sch Sci & Technol, Niigata 9502181, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 46期

关键词：

amino acids; ammonium salts; asymmetric synthesis; diastereoselectivity; rearrangement;

D O I：

10.1002/anie.200703832

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) [2,3] over [1,2]: The asymmetric Sommelet-Hauser rearrangement of an ammonium salt derived from N-benzylic proline-derived or N-benzylic glycine (-)-8-phenylmenthol ester is shown to proceed with remarkably high levels of stereoselectivity. The method provides unique and efficient access to optically active α-aryl amino acid derivatives. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8869 / 8871

页数：3

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