title: Diastereoselective construction of 7-methylenebicyclo[3.2.1]oct-3-en-2-one derivatives by palladium-catalyzed cyclization of propargylic acetates with 2-oxocyclohex-3-enecarboxylates.
abstract: The reaction of propargylic acetates with 2-oxocyclohex-3-enecarboxylates in the presence of a palladium catalyst is described. Substituted 7-methylenebicyclo[3.2.1]oct-3-en-2-ones were synthesized in a highly diastereoselective manner.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima, 1-78-1 Sho-machi, Tokushima. yoshida@ph.tokushima-u.ac.jp
authors.forename: Masahiro
authors.initials: M
authors.lastname: Yoshida
authors.forename: Chiyuki
authors.initials: C
authors.lastname: Sugimura
authors.forename: Kozo
authors.initials: K
authors.lastname: Shishido
mesh_terms: D000085:Acetates / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis*; D008024:Ligands; D008745:Methylation; D008958:Models, Molecular; D015394:Molecular Structure; D009795:Octanes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D001643:Bridged Bicyclo Compounds; D003509:Cyclohexanecarboxylic Acids; D008024:Ligands; D009795:Octanes; D010165:Palladium