Enantioselective synthesis of γ-hydroxysilanes, 1,3-diols and cyclopropanes by reaction of a chiral epoxide with a racemic α-silyl organolithium reagent

Article abstract of DOI:10.1016/S0040-4039(00)78483-8

The racemic α-silyl organolithium reagents 2a and 2b react with (R)-styrene oxide enantioselectively to produce the chiral γ-hydroxysilanes 3a and 3b, respectively. The chiral 1,3-diol 4 and cyclopropane 7 are readily obtained in enantiomerically pure form from these γ-hydroxysilanes.