Copper(I)‐Catalyzed Stereoselective Synthesis of ( E )‐α‐Alkynyl‐α,β‐unsaturated Esters from a Terminal Alkyne, Diazoesters and Aldehydes | Zendy

Wu Chenggui | Zendy; Liu Zhenxing | Zendy; Zhang Zhikun | Zendy; Ye Fei | Zendy; Deng Guisheng | Zendy; Zhang Yan | Zendy; Wang Jianbo | Zendy

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Copper(I)‐Catalyzed Stereoselective Synthesis of ( E )‐α‐Alkynyl‐α,β‐unsaturated Esters from a Terminal Alkyne, Diazoesters and Aldehydes

Author(s) -

Wu Chenggui,

Liu Zhenxing,

Zhang Zhikun,

Ye Fei,

Deng Guisheng,

Zhang Yan,

Wang Jianbo

Publication year - 2016

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201600374

Subject(s) - alkyne , chemistry , stereoselectivity , carbene , catalysis , copper , migratory insertion , terminal (telecommunication) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , telecommunications , computer science

A new synthetic method for α‐alkynyl‐α,β‐unsaturated esters is presented herein. The method is based on a copper(I)‐catalyzed three‐component reaction of a terminal alkyne, diazoesters and aldehydes. The reaction is featured by mild conditions, high yields and excellent stereoselectivity. Cu(I) carbene migratory insertion is proposed as the key step in the transformation.

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