Facile Synthesis of Fluoroalkenes by Palladium-Catalyzed Reductive Defluorination of Allylic gem-Difluorides

Abstract

Chemo- and stereoselective synthesis of fluoroalkenes was achieved in excellent yields via Pd-catalyzed C−F bond activation. In this transformation, Et₃N plays a crucial role to produce reactive hydride species such as Ph(EtO)SiH₂ and Ph(EtO)₂SiH by promoting dehydrogenative coupling. The reaction proceeds efficiently at 50 °C with a variety of substrates and is also useful for the synthesis of fluoroalkene peptidomimetics.