Chiral crotyl geminal bis(silane): a useful reagent for asymmetric Sakurai allylation by selective desilylation-enabled chirality transfer

Enantioselective synthesis of SiMe3/SiPh2Me-substituted crotyl geminal bis(silane) has been developed. This compound is a useful reagent for Ph3C+B(C6F5)(4) (-) -catalyzed asymmetric Sakurai allylation and one-pot Sakurai allylation/Prins cyclization processes. Chemo-selective desilylation of SiPh2Me leads to efficient chirality transfer.