Catalysis of the Addition of Allyltrimethylsilane to Aldehydes by Silylating Agents. Me₃SiB(OTf)₄, a New, ‘Supersilylating’ Reagent

Abstract

An unusually good source of electrophilic silyl groups, Me3SiB(OTf)4 (Tf = CF3SO2), can be prepared by the addition of Me3SiOTf to B(OTf)3. This compound catalyzes the efficient allylation of aldehydes as outlined in Equation (a) and is four orders of magnitude more reactive than Me3SiOTf. Further applications for this new reagent will certainly emerge.