title: Total synthesis of (-)-isoavenaciolide.
abstract: An enantioselective approach to (-)-isoavenaciolide was achieved starting from 1-undecyn-3-ol. The synthesis relied upon the preparation of a chiral 4-silyloxy-2-alkenylborane by hydroboration of a protected 2,3-allenol and subsequent stereoselective addition to 2-thiophenecarboxaldehyde.
authors: Departament de Química Orgànica and Institut de Biomedicina de la Universitat de Barcelona, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1, 08028-Barcelona, Spain.
authors: David
authors: D
authors: Santos
authors: Xavier
authors: X
authors: Ariza
authors: Jordi
authors: J
authors: Garcia
authors: Paul
authors: P
authors: Lloyd-Williams
authors: Agustín
authors: A
authors: Martínez-Laporta
authors: Carolina
authors: C
authors: Sánchez
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D001880:Boranes / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry
chemical_list: D001880:Boranes; D013876:Thiophenes; D015107:4-Butyrolactone; C544632:isoavenaciolide