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Palladium(0) Nanoparticle Catalyzed Cross-Coupling of Allyl Acetates and Aryl and Vinyl Siloxanes

Raju Dey, Kalicharan Chattopadhyay and Brindaban C. Ranu*

*Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700 032, India, Email: ocbcriacs.res.in

R. Dey, K. Chattopadhyay, B. C. Ranu, J. Org. Chem., 2008, 73, 9461-9464.

DOI: 10.1021/jo802214m (free Supporting Information)


Abstract

In situ generated palladium(0) nanoparticles catalyze an efficient cross-coupling of allyl acetates with aryl and vinyl siloxanes. The reactions are stereoselective, and linear (E)-coupling products are obtained both from cis and trans allyl acetates. The coupling with vinyl siloxanes provides a novel protocol for the synthesis of 1,4-pentadienes.

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Key Words

1,4-Dienes, Allylation of Arenes, Hiyama Coupling


ID: J42-Y2008-3690