title: Stereocontrolled access to unsymmetrical 1,1-diaryl-2-fluoroethenes.
abstract: A simple and effective method for stereocontrolled preparation of 1,1-diaryl-2-fluoroethenes is reported. First, 1-aryl-1-bromo-2-fluoroethenes are generated using an addition/elimination reaction of hydride to silylated beta,beta-difluorostyrene derivatives followed by a bromination/desilicobromination reaction. Subsequent Suzuki-Miyaura coupling with a variety of boronic acids gives access to the desired 1,1-diaryl-2-fluoroethenes.
authors.affiliation: Canada Research Chair in Organic and Medicinal Chemistry, Dpartement de chimie, 1045 avenue de la Médecine, Université Laval, Québec, QC, Canada G1V 0A6.
authors.forename: Grégory
authors.initials: G
authors.lastname: Landelle
authors.forename: Marc-Olivier
authors.initials: MO
authors.lastname: Turcotte-Savard
authors.forename: Judikaëlle
authors.initials: J
authors.lastname: Marterer
authors.forename: Pier Alexandre
authors.initials: PA
authors.lastname: Champagne
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Paquin
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005030:Ethylenes / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D005030:Ethylenes; D006845:Hydrocarbons, Fluorinated; D012821:Silanes