title: Novel approach for asymmetric synthesis of fluorinated beta-amino sulfones and allylic amines.
abstract: [reaction: see text] Enantiomerically pure gamma-fluoroalkyl beta-amino sulfones are readily synthesized in three steps starting from fluorinated imidoyl chlorides and arylmethyl sulfones. A complementary two-step sequence starting from chiral fluorinated beta-amino sulfoxides has also been developed. To illustrate the application of this procedure, a new method for the synthesis of alpha-fluoroalkyl allylic amines in optically pure form involving a Julia methylenation-desulfonylation reaction is presented.
authors.affiliation: Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, E-46100 Burjassot, Spain. santos.fustero@uv.es
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: Juan García
authors.initials: JG
authors.lastname: Soler
authors.forename: Ana
authors.initials: A
authors.lastname: Bartolomé
authors.forename: María Sánchez
authors.initials: MS
authors.lastname: Roselló
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis*; D000588:Amines / Q000138:chemical synthesis*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis*
chemical_list: D000498:Allyl Compounds; D000588:Amines; D006845:Hydrocarbons, Fluorinated; D013450:Sulfones