Tetrahedron

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

CJ Easton, SK Eichinger, MJ Pitt

文献索引：Easton, Christopher J.; Eichinger, Sharon K.; Pitt, Michael J. Tetrahedron, 1997 , vol. 53, # 15 p. 5609 - 5616

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被引用次数: 25

摘要

Nickel peroxide selectively cleaves the α-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 α-centred glycyl radical. The oxidation process serves as a chemical model for peptidylglycine α-amidating monooxygenase (PAM) and, in addition, may have ...