Asymmetric synthesis of enantiomerically pure 4-aminoglutamic acids via methylenedimerization of chiral glycine equivalents with dichloromethane under operationally convenient conditions

被引：59

作者：

Taylor, SM ^{[1
]}

Yamada, T ^{[1
]}

Ueki, H ^{[1
]}

Soloshonok, VA ^{[1
]}

机构：

[1] Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 50期

关键词：

asymmetric synthesis; methylenedimerization; bis-amino acids; 4-aminoglutamic acids;

D O I：

10.1016/j.tetlet.2004.10.111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We found that simple stirring of a biphasic mixture of the Ni(II) complex of glycine Schiff base 2 solution in dichloromethane with 30% aqueous NaOH in the presence of PT catalyst "Bu4N+Br- at room temperature for 24 h results in the formation of diastereo- and enantiornerically pure Ni(II) complex 3, containing (2S,4S) 4-aminoglutamic acid, in high chemical yield. The procedure described in this communication represents a synthetically efficient method for the asymmetric synthesis of 4-aminoglutamic acid on large scale. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：9159 / 9162

页数：4

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