Preparation of (Z)-α,β-Disubstituted Enamides via Palladium-Catalyzed Addition of Boronic Acids to Ynamides

A Pd-catalyzed, highly regio- and stereoselective addition of boronic acids to ynamides has been realized. This protocol generates (Z)-alpha,beta-disubstituted enamides in high yields with excellent regio- and stereoselectivity under the mild reaction conditions, thereby providing a good complementary method for the diverse synthesis of multifunctional enamides. A wide collection of functional groups are found to be tolerated. It represents a straightforward and useful means to assemble stereodefined enamides from readily available starting materials.