Cobalt-Catalyzed Highly Regio- and Stereoselective Intermolecular Reductive Coupling of Alkynes with Conjugated Alkenes

Chun-Chih Wang, Pao-Shun Lin and Chien-Hong Cheng*

*Department of Chemistry, Tsing Hua University, Hsinchu, Taiwan 300, China, Email:chchengmx.nthu.edu.tw

C.-C. Wang, P.-S. Lin, C.-H. Cheng, J. Am. Chem. Soc., 2002, 124, 9696-9697.

DOI: 10.1021/ja026543l

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Abstract

In the presence of Co(PPh₃)₂I₂, PPh₃, water, and zinc powder, the reductive coupling of alkynes with alkenes having an electron-withdrawing substituent proceeded smoothly in acetonitrile to give the corresponding reductive coupling products in fair to excellent yields. Possible mechanisms for this highly regio- and stereoselective ene-yne reaction are proposed.

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Key Words

Substituted Alkenes, Zinc

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ID: J48-Y2002-1250