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

Abstract

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 CF 3 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.