Chiral salen-metal complexes as novel catalysts for asymmetric phase transfer alkylations

被引：67

作者：

Belokon, YN

North, M

Kublitski, VS

Ikonnikov, NS

Krasik, PE

Maleev, VI

机构：

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

[2] Univ Wales, Dept Chem, Bangor LL57 2UW, Gwynedd, Wales

[3] Russian Acad Sci, Higher Chem Coll, Moscow 125047, Russia

[4] BioChem Pharma Inc, Laval, PQ H4V 4A7, Canada

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 33期

关键词：

phase transfer; catalysis; copper; asymmetric synthesis; amino acid;

D O I：

10.1016/S0040-4039(99)01214-9

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 aldimine Schiffs bases of alanine esters with alkyl bromides under phase-transfer conditions (solid sodium hydroxide, toluene, ambient temperature, 1-10% 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-methyl-alpha-amino acids with enantiomeric excesses of 70-96%. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6105 / 6108

页数：4

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