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
收藏
页码：8869 / 8871
页数：3
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