Efficient and stereoselective cross-coupling with highly substituted alkenylsilanols

Highly substituted alkenylsilanols (1), readily prepared from commercially available simple starting materials, are efficiently coupled with aryl or alkenyl halides in the presence of tetrabutylammonium fluoride (TBAF) and a palladium(0) catalyst. Yields are generally high and the reactions are highly stereoselective and compatible with a wide range of functional groups.