title: FeCl3·6H2O, a catalyst for the diastereoselective synthesis of cis-isoxazolidines from N-protected δ-hydroxylamino allylic acetates.
abstract: An ecofriendly and diastereoselective synthesis of cis-3,5-disubstituted isoxazolidines through the FeCl3·6H2O-catalyzed cyclization of δ-hydroxylamino allylic acetates is described. The synthetic potential of these products is highlighted by the preparation of several functionalized 1,3-amino alcohol precursors.
authors.affiliation: Laboratoire de Chimie Organique, ESPCI ParisTech , UMR CNRS 7084, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Johan
authors.initials: J
authors.lastname: Cornil
authors.forename: Amandine
authors.initials: A
authors.lastname: Guérinot
authors.forename: Sébastien
authors.initials: S
authors.lastname: Reymond
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006898:Hydroxylamines / Q000737:chemistry*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D000498:Allyl Compounds; D006898:Hydroxylamines; D007555:Isoxazoles; C498551:allyl acetate