title: Preparation of enantioenriched iodinated pyrrolinones by iodocyclization of α-amino-ynones.
abstract: The unprecedented electrophilic iodo-mediated cyclization of α-amino-ynones afforded enantiomerically enriched β-iodopyrrolin-4-ones in excellent yields under mild conditions. The starting substituted α-amino-ynones were obtained from the chiral pool by selective mono-addition of an organolithium to optically pure N-protected carboxyanhydrides of amino acids (UNCAs).
authors.affiliation: Institut des Biomolécules Max Mousseron UMR 5247 CNRS-UM I-UM II Université de Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France.
authors.forename: Rosella
authors.initials: R
authors.lastname: Spina
authors.forename: Evelina
authors.initials: E
authors.lastname: Colacino
authors.forename: Bartolo
authors.initials: B
authors.lastname: Gabriele
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Salerno
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Frédéric
authors.initials: F
authors.lastname: Lamaty
mesh_terms: D003500:Cyclization; D054879:Halogenation; D011092:Polyethylene Glycols / Q000737:chemistry; D011760:Pyrrolidinones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011760:Pyrrolidinones; D011092:Polyethylene Glycols