title: Catalytic cyclometallation in steroid chemistry IV: Efficient method for the synthesis of tetrahydrothiophene, tetrahydroselenophen and cyclopentanone derivatives of (5α)-cholestane.
abstract: Catalytic cycloalumination of (3β,5α)-3-vinylcholestane and (3α,5α)-3-allylcholestane with Et3Al catalyzed by Cp2ZrCl2 was performed for the first time to give previously unknown aluminacyclopentanes in ∼90% yield; these products were converted in situ to carbo- and heterocyclic (5α)-cholestane derivatives.
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, 450075 Ufa, Russian Federation. Electronic address: DyakonovVA@rambler.ru.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: D'yakonov
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, 450075 Ufa, Russian Federation.
authors.forename: Regina A
authors.initials: RA
authors.lastname: Tuktarova
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, 450075 Ufa, Russian Federation.
authors.forename: Ilgiz I
authors.initials: II
authors.lastname: Islamov
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, 450075 Ufa, Russian Federation.
authors.forename: Leonard M
authors.initials: LM
authors.lastname: Khalilov
authors.affiliation: Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, 450075 Ufa, Russian Federation.
authors.forename: Usein M
authors.initials: UM
authors.lastname: Dzhemilev
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D002776:Cholestanes / Q000138:chemical synthesis* / Q000737:chemistry*; D003517:Cyclopentanes / Q000737:chemistry*; D016566:Organoselenium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D002776:Cholestanes; D003517:Cyclopentanes; D016566:Organoselenium Compounds; D013876:Thiophenes; C000612629:tetrahydroselenophen; C007201:cyclopentanone; C121030:tetrahydrothiophene
keywords: (5α)-Cholestane; Aluminacyclopentane; Cycloalumination; Dzhemilev reaction; Organoaluminum compounds; Zirconocene dichloride