Stereoselective synthesis of vinylogous peptides

被引:41
作者
Grison, C [1 ]
Genéve, S [1 ]
Halbin, E [1 ]
Coutrot, P [1 ]
机构
[1] Univ Nancy 1, Inst Nanceien Chim Mol, Lab Chim Organ 2, CNRS,UMR 7565,FR 1742, F-54506 Vandoeuvre Les Nancy, France
关键词
vinylogous peptides; Horner stereoselective olefination; neuroactive peptides;
D O I
10.1016/S0040-4020(01)00433-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A trans or cis ethenyl group has been inserted between the alpha -carbon and the carboxyl group of alpha -aminoacids by Horner stereoselective olefination of a-aminoaldehydes. Numerous pure cia and trans vinylogous alpha -aminoacids have been obtained thus and coupled with aminopartners by classical methods. The versatility of the method was illustrated by the preparation of a [trans vinylogous-Gly(3)]Leu-enkephalin. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4903 / 4923
页数:21
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