Palladium-Catalyzed Regio- and Enantioselective Hydrophosphination of gem-Difluoroallenes.

Abstract

Chiral allylic phosphines and gem-difluoroalkenes are both important structural motifs in various bioactive molecules, chiral ligands, and natural products. These two motifs are now integrated, and we herein report a straightforward and atom-economical enantioselective hydrophosphination of gem-difluoroallenes using disubstituted phosphines. A wide array of enantioenriched fluorinated allylic phosphines has been accessed with excellent regio- and enantioselectivity and high efficiency. Synthetic and catalytic applications of phosphine products have been demonstrated.