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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.