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Stereospecific Palladium-Catalyzed Cross-Coupling of (E)- and (Z)-Alkenylsilanolates with Aryl Chlorides

Scott E. Denmark* and Jeffrey M. Kallemeyn

*Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, Email:

S. E. Denmark, J. M. Kallemeyn, J. Am. Chem. Soc., 2006, 128, 15958-19959.

DOI: 10.1021/ja065988x (free Supporting Information)

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A highly stereospecific cross-coupling of (E)- and (Z)-alkenyl- and styrylsilanolates with various aromatic and heteroaromatic chlorides has been achieved under catalysis by bulky, biphenyl-derived phosphines and allylpalladium chloride in THF or dioxane.

see article for more examples

Highly Stereospecific, Cross-Coupling Reactions of Alkenylsilacyclobutanes

S. E. Denmark, J. Am. Chem. Soc., 1999, 121, 5821-5822.

Key Words

Hiyama-Denmark Coupling, Arenes

ID: J48-Y2006-4030