Glycine-selective alpha-carbon-nitrogen bond cleavage of dipeptides by nickel peroxide

被引：22

作者：

Easton, CJ ^{[1
]}

Eichinger, SK ^{[1
]}

Pitt, MJ ^{[1
]}

机构：

[1] UNIV ADELAIDE,DEPT CHEM,ADELAIDE,SA 5005,AUSTRALIA

来源：

TETRAHEDRON | 1997年 / 53卷 / 15期

关键词：

D O I：

10.1016/S0040-4020(97)00216-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel peroxide selectively cleaves the alpha-carbon-nitrogen bond of glycine residues in dipeptide derivatives to give the corresponding amides. The glycine selectivity is attributable to preferential complexation of the reactant residue to nickel peroxide and subsequent reaction via a stable alpha-centred glycyl radical. The oxidation process serves as a chemical model for peptidylglycine alpha-amidating monooxygenase (PAM) and, in addition, may have potential for the synthesis of alpha,beta-didehydro amino acid residues within peptides. (C) 1997 Elsevier Science Ltd.

引用

页码：5609 / 5616

页数：8

共 37 条

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