Direct peptide coupling of novel amino acid derivatives produced by rearrangement of catalytically generated ammonium ylides

被引：3

作者：

Clark, JS ^{[1
]}

Middleton, MD ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 37期

关键词：

amino acid; ammonium ylide; rearrangement; peptide coupling;

D O I：

10.1016/S0040-4039(03)01778-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Protected amino acids can be prepared from substrates in which a diazo ester is aryl-tethered to an allylic amine, by catalytic intramolecular ammonium ylide generation and [2,3] rearrangement. When the aryl tether is sufficiently electron-deficient, direct coupling of the rearrangement product with a hindered amino acid ester to give a dipeptide is possible, and ammonium ylide generation, rearrangement and peptide coupling can be accomplished in a one-pot fashion. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7031 / 7034

页数：4

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