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

Philip Kisanga, Laurel A. Goj and Ross A. Widenhoefer*

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

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

DOI: 10.1021/jo001596b


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Abstract

Cationic palladium phenanthroline complexes catalyze the cycloisomerization of functionalized 1,5- and 1,6-dienes to form cyclopentenes which possess a trisubstituted olefin in good yield and with good selectivity.

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proposed mechanism



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

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


Key Words

cyclopentenes


ID: J42-Y2001