posted on 2024-03-05, 17:49authored byTetsuya Inagaki, Yuki Akita, Mamoru Tobisu
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.