title: Oxidative degradations of the side chain of unsaturated ent-labdanes. Part II.
abstract: A route for the degradation of the side chain of ent-labdane derivatives has been devised, giving the useful synthon 2beta,12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shall be reported elsewhere. In addition we have synthesized the compound 2beta,12-diacetoxy-8beta,17-epoxy-13,14,15,16-tetranor-ent-labdane (10), which upon catalytic epoxide ring opening in alkaline or acid media gave rise in all cases to the formation of tricyclicc ompounds.
authors.affiliation: Departamento de Química, Universidad Técnica Federico Santa María, Av. España No 1680, Valparaíso, Chile. luis.espinozac@usm.cl
authors.forename: Luis Espinoza
authors.initials: LE
authors.lastname: Catalán
authors.forename: Karen Catalán
authors.initials: KC
authors.lastname: Marín
authors.forename: Héctor Carrasco
authors.initials: HC
authors.lastname: Altamirano
authors.forename: Mauricio Cuellar
authors.initials: MC
authors.lastname: Fritis
authors.forename: María Cristina
authors.initials: MC
authors.lastname: Chamy
mesh_terms: D004224:Diterpenes / Q000737:chemistry* / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010084:Oxidation-Reduction
chemical_list: D004224:Diterpenes