Organic Letters 2008-07-03

Rhodium-catalyzed regio- and stereoselective codimerization of alkenes and electron-deficient internal alkynes leading to 1,3-dienes.

Yu Shibata, Masao Hirano, Ken Tanaka

Index: Org. Lett. 10(13) , 2829-31, (2008)

Full Text: HTML

Abstract

A cationic rhodium(I)/H(8)-BINAP complex catalyzes codimerization of alkenes bearing no alpha-hydrogen and electron-deficient internal alkynes, leading to 1,3-dienes in good yields with moderate to excellent regio- and stereoselectivity. The same complex also catalyzes codimerization of an acrylate and phenyl-substituted electron-rich internal alkynes, leading to 1,3-dienes.