Abstract

Silicon-stereogenic silanes have undergone significant development since the pioneering work of Kipping almost 120 years ago. This chapter summarizes the efforts to access these homochiral organosilicon compounds, through resolution or diastereoselective synthesis, and their use in asymmetric synthesis, with a particular focus on the transfer of chirality from silicon to carbon, for instance in nucleophilic and electrophilic addition processes, in the hydrosilylation of alkenes and kinetic resolution of alcohols. Recent studies on the transfer of chirality from carbon to silicon in silyl cation-stabilized species are also highlighted.

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