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Stereoselective Suzuki-Miyaura Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Alkenyl Bromides

Gary A. Molander* and Luciana A. Felix

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, Email: gmolandrsas.upenn.edu

G. A. Molander, L. A. Felix, J. Org. Chem., 2005, 70, 3950-3956.

DOI: 10.1021/jo050286w (free Supporting Information)


Abstract

The palladium-catalyzed cross-coupling reaction of air-stable potassium (E)- and (Z)-alkenyltrifluoroborates with either (E)- or (Z)-alkenyl bromides allows a stereoselective synthesis of conjugated dienes in moderate to excellent yields. A variety of functional groups are tolerated in both coupling partners.

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Key Words

Suzuki Coupling, Dienes


ID: J42-Y2005-440