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Three-Component Synthesis of Neoglycopeptides Using a Cu(II)-Triggered Aminolysis of Peptide Hydrazide Resin and an Azide–Alkyne Cycloaddition Sequence

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journal contribution
posted on 19.08.2011, 00:00 by Jean-Philippe Ebran, Nabil Dendane, Oleg Melnyk
Copper(II)-induced oxidative aminolysis of hydrazides generates Cu(I), the catalyst of the azide–alkyne cycloaddition. This feature was exploited to design a novel solid phase detaching three-component reaction permitting the conversion of supported peptide hydrazides into 1,2,3-triazole linked C-terminal neoglycopeptides.