Palladium-Catalyzed Stereoselective Defluorosilylation of <i>gem</i>-Difluoroalkenes for the Synthesis of Tetrasubstituted Monofluorinated Vinylsilanes

Abstract

Stereoselective synthesis of tetrasubstituted vinylsilanes is a challenging task. We herein report a novel palladium(0)-catalyzed defluorosilylation of β,β-difluoroacrylates to access tetrasubstituted vinylsilanes containing the monofluoroalkene motif in excellent diastereoselectivities (>99:1). This is our first example of C-heteroatom bond formation from the C-F bond under such a Pd catalytic manifold.

Topics & Concepts