Atom-Economical Chemoselective Synthesis of 1,4-Enynes from Terminal Alkenes and Propargylic Alcohols Catalyzed by Cu(OTf)₂

Guo-Bao Huang, Xu Wang, Ying-Ming Pan*, Heng-Shan Wang, Gui-Yang Yao and Ye Zhang*

*School of Chemistry & Chemical Engineering of Guangxi Normal University, Guilin 541004, People's Republic of China, Email: panym2004yahoo.com.cn, zhangye81126.com

G.-B. Huang, X. Wang, Y.-M. Pan, H.-S. Wang, G.-Y. Yao, Y. Zhang, J. Org. Chem., 2013, 78, 2742-2745.

DOI: 10.1021/jo3026803

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Abstract

An efficient Cu(OTf)₂-catalyzed sp³-sp² coupling of propargylic alcohols with terminal alkenes gives a diverse range of 1,4-enynes in very good yields. The reaction is tolerant to air and atom-economical.

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Key Words

propargylation, vinylation

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ID: J42-Y2013-0700