title: Facile synthesis of fluoroalkenes by palladium-catalyzed reductive defluorination of allylic gem-difluorides.
abstract: Chemo- and stereoselective synthesis of fluoroalkenes was achieved in excellent yields via Pd-catalyzed C-F bond activation. In this transformation, Et3N plays a crucial role to produce reactive hydride species such as Ph(EtO)SiH2 and Ph(EtO)2SiH by promoting dehydrogenative coupling. The reaction proceeds efficiently at 50 degrees C with a variety of substrates and is also useful for the synthesis of fluoroalkene peptidomimetics.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Kyoto 606-8501, Japan.
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Narumi
authors.forename: Kenji
authors.initials: K
authors.lastname: Tomita
authors.forename: Eriko
authors.initials: E
authors.lastname: Inokuchi
authors.forename: Kazuya
authors.initials: K
authors.lastname: Kobayashi
authors.forename: Shinya
authors.initials: S
authors.lastname: Oishi
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Ohno
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Fujii
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis*; D002384:Catalysis; D005459:Fluorides / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D010165:Palladium / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis*
chemical_list: D000475:Alkenes; D006846:Hydrocarbons, Halogenated; D010455:Peptides; D010165:Palladium; D005459:Fluorides