Streamlined Construction of Silicon-Stereogenic Silanes by Tandem Enantioselective C–H Silylation/Alkene Hydrosilylation
Delong Mu, Wei Yuan, Shuyou Chen, Na Wang, Bo Yang, Lijun You, Bing Zu, Peiyuan Yu, Chuan He
Abstract
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.