Palladium-Catalyzed Stereoselective Defluorosilylation of gem-Difluoroalkenes for the Synthesis of Tetrasubstituted Monofluorinated Vinylsilanes

Stereoselective synthesis of tetrasubstituted vinylsilanes is a challenging task. We herein report a novel palladium(0)-catalyzed defluorosilylation of fi,fi-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.

Automated summary

We report a novel palladium(0)-catalyzed defluorosilylation method for highly stereoselective synthesis of tetrasubstituted vinylsilanes containing monofluoroalkene motif. This is the first example of C-heteroatom bond formation from C-F bond using Pd catalytic manifold.