title: Copper(I)-Catalyzed Allylic Substitutions with a Hydride Nucleophile.
abstract: An easily accessible copper(I)/N-heterocyclic carbene (NHC) complex enables a regioselective hydride transfer to allylic bromides, an allylic reduction. The resulting aryl- and alkyl-substituted branched α-olefins, which are valuable building blocks for synthesis, are obtained in good yields and regioselectivity. A commercially available silane, (TMSO)2Si(Me)H, is employed as hydride source. This protocol offers a unified alternative to the established metal-catalyzed allylic substitutions with carbon nucleophiles, as no adaption of the catalyst to the nature of the nucleophile is required.
authors.affiliation: Institut für Chemie, Technische Universität Berlin , Straße des 17. Juni 115, 10623 Berlin, Germany.
authors.forename: T N Thanh
authors.initials: TN
authors.lastname: Nguyen
authors.affiliation: Institut für Chemie, Technische Universität Berlin , Straße des 17. Juni 115, 10623 Berlin, Germany.
authors.forename: Niklas O
authors.initials: NO
authors.lastname: Thiel
authors.affiliation: Institut für Chemie, Technische Universität Berlin , Straße des 17. Juni 115, 10623 Berlin, Germany.
authors.forename: Felix
authors.initials: F
authors.lastname: Pape
authors.affiliation: Institut für Chemie, Technische Universität Berlin , Straße des 17. Juni 115, 10623 Berlin, Germany.
authors.forename: Johannes F
authors.initials: JF
authors.lastname: Teichert