title: Microwave assisted preparation of C1-C11 oxygen-bridged pregnanes.
abstract: 1,11-Epoxysteroids may be obtained by an intramolecular remote functionalization using Suarez reagent (diacetoxyiodobenzene/I(2)) and irradiation with visible light. We have found that photolysis with visible light may be advantageously replaced by microwave irradiation to prepare 1,11-oxygen bridges resulting in higher yields and shorter reaction times especially in the case of sensitive substrates. Both methodologies were compared on a set of representative 11-α-hydroxypregnanes (3, 8, 10 and 11).
authors.affiliation: Departamento de Química Orgánica and UMYMFOR, CONICET-UBA, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, C1428EGA Ciudad de Buenos Aires, Argentina.
authors.forename: Lautaro D
authors.initials: LD
authors.lastname: Alvarez
authors.forename: Juan M
authors.initials: JM
authors.lastname: Sonego
authors.forename: Adriana S
authors.initials: AS
authors.lastname: Veleiro
authors.forename: Gerardo
authors.initials: G
authors.lastname: Burton
mesh_terms: D008872:Microwaves; D008958:Models, Molecular; D008968:Molecular Conformation; D010100:Oxygen / Q000737:chemistry*; D011278:Pregnanes / Q000737:chemistry*
chemical_list: D011278:Pregnanes; D010100:Oxygen