title: Hypervalent-iodine induced quasi-Favorskii C-ring contraction of 12-oxosteroids: a shortcut to C-norsteroids.
abstract: Treatment of 12-oxosteroids with PhI(OAc)(2) and KOH in refluxing methanol triggers a quasi-Favorskii C-ring contraction leading to the corresponding 11α-alcoxycarbonyl-C-norsteroids in moderate yields. This constitutes the first one-step synthetic alternative to C-norsteroids starting from 12-oxosteroids.
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México DF, Mexico.
authors.forename: Jacqueline
authors.initials: J
authors.lastname: Sánchez-Flores
authors.forename: Vanessa G
authors.initials: VG
authors.lastname: Pelayo-González
authors.forename: Margarita
authors.initials: M
authors.lastname: Romero-Ávila
authors.forename: Blas
authors.initials: B
authors.lastname: Flores-Pérez
authors.forename: Marcos
authors.initials: M
authors.lastname: Flores-Álamo
authors.forename: Martín A
authors.initials: MA
authors.lastname: Iglesias-Arteaga
mesh_terms: D018360:Crystallography, X-Ray; D006868:Hydrolysis; D007455:Iodine / Q000737:chemistry*; D007664:Ketosteroids / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D009654:Norsteroids / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D007664:Ketosteroids; D009654:Norsteroids; D007455:Iodine