title: Indium-promoted diastereoselective addition of fluorinated haloallylic derivatives to imines.
abstract: We report herein the first general access to fluorinated homoallylic amines by means of an addition of fluorinated organoindium reagent. The corresponding amines were obtained in good to excellent yield with excellent diastereoisomeric ratio. A plausible mechanism is proposed to explain the stereochemical outcome of the reaction based on the X-ray structure of the products.
authors.affiliation: Normandie Université , COBRA, UMR 6014 et FR 3038, Université Rouen, INSA Rouen , CNRS, 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.
authors.forename: Gérald
authors.initials: G
authors.lastname: Lemonnier
authors.forename: Nathalie
authors.initials: N
authors.lastname: Van Hijfte
authors.forename: Thomas
authors.initials: T
authors.lastname: Poisson
authors.forename: Samuel
authors.initials: S
authors.lastname: Couve-Bonnaire
authors.forename: Xavier
authors.initials: X
authors.lastname: Pannecoucke
mesh_terms: D000588:Amines / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D054879:Halogenation; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D006846:Hydrocarbons, Halogenated; D007097:Imines; D007202:Indicators and Reagents; D007204:Indium