title: Stereoselective Barbier-type allylation reaction of trifluoromethyl aldimines.
abstract: Trifluoromethyl aldimines could react, under Barbier conditions in the presence of activated zinc, in DMF at room temperature or in THF at reflux, with various allyl bromides to provide the corresponding homoallylamines. Secondary homoallyl trifluoromethylamines were stereoselectively obtained from the optically active aldimine 12 with an excellent diastereoisomeric excess (98%).
authors.affiliation: BioCIS, Centre d'Etudes Pharmaceutiques, rue J.B. Clément, Châtenay-Malabry 92296 Cedex, France.
authors.forename: Julien
authors.initials: J
authors.lastname: Legros
authors.forename: Franck
authors.initials: F
authors.lastname: Meyer
authors.forename: Matthieu
authors.initials: M
authors.lastname: Coliboeuf
authors.forename: Benoît
authors.initials: B
authors.lastname: Crousse
authors.forename: Danièle
authors.initials: D
authors.lastname: Bonnet-Delpon
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Bégué
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis; D007097:Imines / Q000737:chemistry*; D007202:Indicators and Reagents; D007204:Indium / Q000737:chemistry; D008274:Magnesium / Q000737:chemistry; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry
chemical_list: D000498:Allyl Compounds; D007097:Imines; D007202:Indicators and Reagents; D007204:Indium; D008274:Magnesium; D015032:Zinc