Palladium-Catalyzed, Chelation-Assisted Stereo- and Regioselective Synthesis of Tetrasubstituted Olefins by Oxidative Heck Arylation

An efficient synthesis of tetrasubstituted olefins was achieved via a palladium-catalyzed, chelation-assisted oxidative Heck arylation protocol from trisubstituted olefins bearing a tether with a directing group in a completely stereo- and regioselective manner. The stereo- and regioselectivity as well as excellent yields of tetrasubstituted olefins originated from the stabilization of a palladium intermediate by chelation between the palladium center and a directing group.