Metal-free, direct conversion of α-amino acids into α-keto γ-amino esters for the synthesis of α,γ-peptides

被引：5

作者：

Hernandez, D. ^{[1
]}

Boto, A. ^{[1
]}

Guzman, D. ^{[1
]}

Alvarez, E. ^{[2
]}

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, Avda Astrofis Francisco Sanchez 3, San Cristobal la Laguna 38206, Tenerife, Spain

[2] CSIC USe, Inst Invest Quim, Avda Amer Vespucio 49, Seville 41092, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 37期

关键词：

SELECTIVE PEPTIDE MODIFICATION; MANNICH-TYPE REACTIONS; BETA-AMINO; RADICAL DECARBOXYLATION; CUSTOMIZABLE UNITS; AMIDE; DERIVATIVES; INHIBITORS; PROTEASE; IONS;

D O I：

10.1039/c7ob02033c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, metal-free synthesis of unusual alpha-keto gamma-amino esters from alpha-amino acids is achieved by a radical scission-oxidationaddition of silyloxy acrylates procedure, where no purification of the reaction intermediates is needed. This protocol can be applied to the selective modification of the C-terminal position in peptides to give alpha,gamma-hybrids.

引用

页码：7736 / 7742

页数：7

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