Chiral salen-metal complexes as novel catalysts for the asymmetric synthesis of α-amino acids under phase transfer catalysis conditions

被引：68

作者：

Belokon, YN

North, M

Churkina, TD

Ikonnikov, NS

Maleev, VI

机构：

[1] Russian Acad Sci, Inst Organoelement Cpds, Moscow 117813, Russia

[2] Kings Coll London, Dept Chem, London WC2R 2LS, England

来源：

TETRAHEDRON | 2001年 / 57卷 / 13期

关键词：

phase-transfer-catalysis; copper; Schiff-bases; asymmetric-catalysis; amino-acid;

D O I：

10.1016/S0040-4020(01)00072-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral salen-metal complexes have been tested as catalysts for the C-alkylation of Schiffs basis of alanine and glycine esters with alkyl bromides under phase-transfer conditions (solid sodium hydroxide, toluene, ambient temperature, 1-10 mol% of the catalyst). The best catalyst, which was derived from a Cu(II) complex of(1R, 2R or 1S,2S)-[N,N'-bis(2'-hydroxybenzylidene)]-1,2-diaminocyclohexane, gave alpha -amino and alpha -methyl-alpha -amino acids with enantiomeric excesses of 70-96%. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：2491 / 2498

页数：8

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