Streamlined Construction of Silicon-Stereogenic Silanes by Tandem Enantioselective C–H Silylation/Alkene Hydrosilylation

A rhodium-catalyzed tandem enantioselective
C–H silylation/alkene
hydrosilylation of dihydrosilanes, which enables the streamlined construction
of a wide range of silicon-stereogenic silanes, is successfully developed.
This process involves a SiH2-steered highly enantioselective
C–H silylation to furnish the corresponding desymmetric monohydrosilanes,
which are subsequently trapped with alkenes in a stereospecific fashion
to build functionally diverse asymmetrically tetrasubstituted silanes.
This general strategy combines readily available dihydrosilanes and
alkenes to construct various enantioenriched silicon-stereogenic silanes,
including 9-silafluorenes, Si-bridged ladder compounds, and benzosilolometallocenes,
in a single step with good to excellent yields and enantioselectivities.