title: The first reported anionic oxy retro-ene reaction.
abstract: Treatment of the diol 6 with KH and 18-C-6 at room temperature gives the cyclopentenone 7 in good yields. Mechanistic analysis reveals that this is the first case of an anionic oxy retro-ene reaction followed by a tandem intramolecular aldol condensation. Reaction: see text.
authors.affiliation: Department of Chemistry and Biochemistry, University of California-Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095, USA. jung@chem.ucla.edu
authors.forename: M E
authors.initials: ME
authors.lastname: Jung
authors.forename: P
authors.initials: P
authors.lastname: Davidov
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000838:Anions; D002316:Cardiotonic Agents / Q000138:chemical synthesis*; D003517:Cyclopentanes / Q000138:chemical synthesis*; D008958:Models, Molecular; D010042:Ouabain / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000838:Anions; D002316:Cardiotonic Agents; D003517:Cyclopentanes; D010042:Ouabain; C013905:cyclopentenone