Stereoselective synthesis of multifunctionalized chiral silacyclopentanes

We have synthesized multifunctionalized silacyclopentanes in a highly selective manner from enantioenriched silacyclopentenol, which is readily accessible from achiral silacyclopentene oxide by enantioselective β-elimination. Functionalization at C2, C4, and C5 positions of silacyclopentenol was achieved based on the regio- and stereoselective nucleophilic substitution reaction of epoxides.