Description

• Application: Trimethylsilyl trifluoromethanesulfonate has been used in combination with boron trifluoride etherate for the copper-catalyzed asymmetric allylic alkylation (AAA) of allyl bromides, chlorides, and ethers with organolithium reagents in the presence of a chiral ligand.[1][2]It can be used:As a silylating agent for the synthesis of trimethylsilyl-enol ethers from esters of α-diazoacetoacetic acid.[3]To activate benzyl and allyl ethers for the alkylation of sulfides.[4]To facilitate the conversion of Diels-Alder adducts of Danishefsky′s diene to cyclohexenones without the formation of methoxy ketone by-product.[5]To prepare difluoroboron triflate etherate, a powerful Lewis acid especially in acetonitrile solvent.[6] As a reagent in a Dieckmann-like cyclization of ester-imides and diesters.[7]It may also be used to catalyze:Acylation of alcohols with acid anhydrides.[8]Reductive coupling of carbonyl compounds with trialkylsilanes to form symmetrical ethers.[9]Glycosidation of 4-demethoxydaunomycinones with 1-O-acyl-L-daunosamine derivatives.[10]