title: Sequential synthesis of (E)-alpha,beta-unsaturated primary amides with complete stereoselectivity.
abstract: A novel, efficient, and totally stereoselective synthesis of (E)-alpha,beta-unsaturated primary amides is reported. This process is consistent with a SmI(2)-mediated sequential reaction of an unmasked samarium chloroacetamide enolate with an aldehyde, followed by a beta-elimination to produce (E)-alpha,beta-unsaturated primary amides in good yields.
authors.affiliation: Departamento de Química Organica e Inorgánica, Facultad de Química, Universidad de Oviedo, Spain. jmcg@uniovi.es
authors.forename: José M
authors.initials: JM
authors.lastname: Concellón
authors.forename: Humberto
authors.initials: H
authors.lastname: Rodríguez-Solla
authors.forename: Carmen
authors.initials: C
authors.lastname: Concellón
authors.forename: Carmen
authors.initials: C
authors.lastname: Simal
authors.forename: Noemí
authors.initials: N
authors.lastname: Alvaredo
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides