Palladium-Catalyzed Addition of Trifluoroacetylsilanes to Alkenes and Allenes via the Cleavage of C–Si Bonds

The palladium-catalyzed addition of trifluoroacetylsilanes to alkenes and allenes via the cleavage of the C–Si bonds is reported. When alkenes are used, cyclopropanation occurs to afford cyclopropane derivatives bearing CF3 and siloxy groups with a high degree of stereoselectivity. When allenes are used, silylacylation occurs to form alkenylsilane derivatives bearing a trifluoroacetyl group at the allylic position with complete regioselectivity. Both reactions allow for highly atom-economical access to densely functionalized fluorinated organosilane derivatives using simple building blocks.