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Ruthenium Hydride-Promoted Dienyl Isomerization: Access to Highly Substituted 1,3-Dienes

Joseph R. Clark , Justin R. Griffiths and Steven T. Diver*

*Department of Chemistry, University at Buffalo, the State University of New York, Buffalo, New York 14260-3000, United States, Email: diverbuffalo.edu

J. R. Clark, J. R. Griffiths, S. T. Diver, J. Am. Chem. Soc., 2013, 135, 3327-3330.

DOI: 10.1021/ja4011207 (free Supporting Information)


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Abstract

Ruthenium hydrides promote the positional isomerization of 1,3-dienes into more highly substituted 1,3-dienes in a stereoconvergent manner. The reaction can also be conducted in one pot starting with an ene-yne metathesis of terminal alkynes and alkenes and a subsequent decomposition of the Grubbs catalyst into a ruthenium hydride, which promotes the dienyl isomerization.

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Key Words

1,3-Dienes, Isomerizations


ID: J48-Y2013-0520