title: RCM-mediated synthesis of trifluoromethyl-containing nitrogen heterocycles.
abstract: A ring-closing metathesis mediated pathway to trifluoromethyl-containing piperidines is detailed. This involves the development of a synthetic route to a new (trifluoromethyl)allylating reagent via a Diels-Alder/retro-Diels-Alder strategy, its application in the synthesis of a series of trifluormethyl-substituted diolefin precursors for ring-closing metathesis, and eventually the successful cyclization of these precursor molecules into the corresponding functionalized piperidines.
authors.affiliation: Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands.
authors.forename: Valeria
authors.initials: V
authors.lastname: De Matteis
authors.forename: Floris L
authors.initials: FL
authors.lastname: van Delft
authors.forename: Harald
authors.initials: H
authors.lastname: Jakobi
authors.forename: Stephen
authors.initials: S
authors.lastname: Lindell
authors.forename: Jörg
authors.initials: J
authors.lastname: Tiebes
authors.forename: Floris P J T
authors.initials: FP
authors.lastname: Rutjes
mesh_terms: D005617:Chlorofluorocarbons, Methane; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D009584:Nitrogen; D010880:Piperidines / Q000138:chemical synthesis*
chemical_list: D005617:Chlorofluorocarbons, Methane; D006571:Heterocyclic Compounds; D010880:Piperidines; D009584:Nitrogen; C009554:fluoroform