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

Authors :
Jianbo Wang
Fei Ye
Zhenxing Liu
Guisheng Deng
Yan Zhang
Zhikun Zhang
Chenggui Wu
Source :
Advanced Synthesis & Catalysis. 358:2480-2488
Publication Year :
2016
Publisher :
Wiley, 2016.

Abstract

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.

Details

ISSN :
16154150
Volume :
358
Database :
OpenAIRE
Journal :
Advanced Synthesis & Catalysis
Accession number :
edsair.doi...........5ec6041c9605203caa1f489fd9bdfc80