title: Novel steroidal penta- and hexacyclic compounds derived from 12-oxospirostan sapogenins.
abstract: The E ring regioselective acid-catalyzed opening of spirostanic sapogenins possessing a carbonyl group at C-12, such as botogenin and hecogenin, provided the new 12,23-cyclo-22,26-epoxycholesta-11,22-diene skeleton, in addition to new compounds of the already known 12,23-cyclocholest-12(23)-en-22-one frameworks. This transformation proceeds in a single step, under slightly acidic conditions. Both, penta- and hexacyclic steroids were obtained with retention of configuration of all asymmetric centers.
authors.affiliation: Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN, México DF, Mexico.
authors.forename: José Oscar H
authors.initials: JO
authors.lastname: Pérez-Díaz
authors.forename: José Luis
authors.initials: JL
authors.lastname: Vega-Baez
authors.forename: Jesús
authors.initials: J
authors.lastname: Sandoval-Ramírez
authors.forename: Socorro
authors.initials: S
authors.lastname: Meza-Reyes
authors.forename: Sara
authors.initials: S
authors.lastname: Montiel-Smith
authors.forename: Norberto
authors.initials: N
authors.lastname: Farfán
authors.forename: Rosa
authors.initials: R
authors.lastname: Santillan
mesh_terms: D002384:Catalysis; D012502:Sapogenins / Q000138:chemical synthesis* / Q000737:chemistry*; D013057:Spectrum Analysis; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry; D013379:Substrate Specificity
chemical_list: D012502:Sapogenins; D013141:Spiro Compounds; D013256:Steroids; C505698:hecogenin acetate