title: Studies directed toward asymmetric synthesis of cardioactive steroids via anionic polycyclization.
abstract: [reaction: see text] The use of anionic polycyclization (AP) in constructing the steroidal backbone of cardenolides was investigated. The reaction of 2-carbomethoxy-2-cyclohexenone I with the enolate of Nazarov reagent II gave, after decarboxylation and aldol condensation, steroid III with control of stereochemistry.
authors.affiliation: Laboratoire de synthèse organique, Institut de pharmacologie de Sherbrooke, Université de Sherbrooke, Sherbrooke, Québec J1H 5N4, Canada.
authors.forename: Zhixiang
authors.initials: Z
authors.lastname: Yang
authors.forename: Dean
authors.initials: D
authors.lastname: Shannon
authors.forename: Vouy-Linh
authors.initials: VL
authors.lastname: Truong
authors.forename: Pierre
authors.initials: P
authors.lastname: Deslongchamps
mesh_terms: D002298:Cardenolides / Q000138:chemical synthesis; D002316:Cardiotonic Agents / Q000138:chemical synthesis*; D003500:Cyclization; D010042:Ouabain / Q000138:chemical synthesis; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis*
chemical_list: D002298:Cardenolides; D002316:Cardiotonic Agents; D013256:Steroids; D010042:Ouabain