PEPTIDE-METAL COMPLEX AS AN ASYMMETRIC CATALYST - A CATALYTIC ENANTIOSELECTIVE CYANOHYDRIN SYNTHESIS

被引：71

作者：

MORI, A

NITTA, H

KUDO, M

INOUE, S

机构：

[1] Department of Synthetic Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 34期

关键词：

PEPTIDE-METAL COMPLEX; TITANIUM ALKOXIDE; ENANTIOSELECTIVE; CYANOHYDRIN; ASYMMETRIC CATALYST;

D O I：

10.1016/S0040-4039(00)92163-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An acyclic dipeptide ester, 2-hydroxyl-1-naphthylideneimino-(S)-valyl-(S)-tryptophane methyl ester (1a: Nap-S-Val-S-Trp-OMe), whose terminal amino group is modified to a Schiff base, is designed as a chiral auxiliary of an asymmetric catalyst. The mixture of 1 with titanium alkoxide catalyzes enantioselective hydrocyanation of benzaldehyde to afford optically active (R)-mandelonitrile with stereoselectivities up to 94:6.

引用

页码：4333 / 4336

页数：4

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