Silane-Promoted Cycloisomerization of Functionalized 1,6-Dienes Catalyzed by a Cationic (π-Allyl)palladium Complex

Ross A. Widenhoefer and Nicholas S. Perch

*Duke University, P. M. Gross Chemical Laboratory, Durham, North Carolina 27708-0346, Email: ross.widenhoeferduke.edu

R. A. Widenhoefer, N. S. Perch, Org. Lett., 1999, 1, 1103-1105.

DOI: 10.1021/ol9908981

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Abstract

A 1:1 mixture of the (π-allyl)palladium complex (η³-C₃H₅)Pd(Cl)PCy₃ and NaB[3,5-C₆H₃(CF₃)₂]₄ catalyzed the cycloisomerization of functionalized 1,6-dienes in the presence of HSiEt₃ to provide 1,2-disubstituted cyclopentenes in good yield.

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Cycloisomerization of Functionalized 1,5- and 1,6-Dienes Catalyzed by Cationic Palladium Phenanthroline Complexes

P. Kisanga, L. A. Goj, R. A. Widenhoefer, J. Org. Chem., 2001, 66, 635-637.

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Key Words

cyclopentenes, triethylsilane

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ID: J54-Y1999