title: Iodocyclization of chiral CF3-allylmorpholinones: a versatile strategy for the synthesis of enantiopure alpha-Tfm-prolines and alpha-Tfm-dihydroxyprolines.
abstract: An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone provides a straightforward route to alpha-Tfm-prolines and alpha-Tfm-dihydroxyprolines. The methodologies developed are particularly well adapted for gram-scale synthesis of enantiopure compounds.
authors.affiliation: Laboratoire Synthèse Organique Sélective et Chimie Organométallique, Université de Cergy-Pontoise, UMR CNRS 8123, F-95000 Cergy-Pontoise, France.
authors.forename: Caroline
authors.initials: C
authors.lastname: Caupène
authors.forename: Grégory
authors.initials: G
authors.lastname: Chaume
authors.forename: Louis
authors.initials: L
authors.lastname: Ricard
authors.forename: Thierry
authors.initials: T
authors.lastname: Brigaud
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D005466:Fluorocarbons / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009025:Morpholines / Q000737:chemistry*; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D005466:Fluorocarbons; D009025:Morpholines; D011392:Proline