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

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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DOI:
10.1021/ol201659x
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发表时间:
2011-08-19
期刊:
影响因子:
5.2
通讯作者:
Melnyk, Oleg
Melnyk, Oleg
中科院分区:
化学1区
文献类型:
--
作者:
Ebran, Jean-Philippe;Dendane, Nabil;Melnyk, Oleg

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铜(II)诱导的酰肼氧化氨解生成Cu(I),其为叠氮化物-炔环加成的催化剂。利用这一特点设计了一种新的固相分离三组分反应,允许支持的肽酰肼转化为1,2,3-三唑连接的C-末端neoglycopeptides。
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.