title: N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) are powerful catalysts for the highly efficient alpha-amido alkylation reactions of silicon-based nucleophiles.
abstract: [reaction: see text] In situ formed N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) species have been shown to efficiently catalyze the nucleophilic substitution reactions of chiral 5-oxypyrrolidin-2-ones by silicon-based nucleophiles. The reaction rates were significantly accelerated in comparison to the cases where the usual triflate catalysts are used. Adducts were obtained in high yields and usual stereoselectivities within short reaction times, and the process was compatible with a semipreparative scale.
authors.affiliation: Unité de Recherche en Chimie Organique et Macromoléculaire, Faculté des Sciences et Techniques de l'Université du Havre, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France.
authors.forename: Raja Ben
authors.initials: RB
authors.lastname: Othman
authors.forename: Till
authors.initials: T
authors.lastname: Bousquet
authors.forename: Mohamed
authors.initials: M
authors.lastname: Othman
authors.forename: Vincent
authors.initials: V
authors.lastname: Dalla