title: Successive C-C coupling of dienes to vicinally dioxygenated hydrocarbons: ruthenium catalyzed [4 + 2] cycloaddition across the diol, hydroxycarbonyl, or dione oxidation levels.
abstract: The ruthenium(0) catalyst generated from Ru3(CO)12 and tricyclohexylphosphine or BIPHEP promotes successive C-C coupling of dienes to vicinally dioxygenated hydrocarbons across the diol, hydroxyketone, and dione oxidation levels to form products of [4 + 2] cycloaddition. A mechanism involving diene-carbonyl oxidative coupling followed by intramolecular carbonyl addition from the resulting allylruthenium intermediate is postulated.
authors: University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712, USA.
authors: Laina M
authors: LM
authors: Geary
authors: Ben W
authors: BW
authors: Glasspoole
authors: Mary M
authors: MM
authors: Kim
authors: Michael J
authors: MJ
authors: Krische
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012428:Ruthenium / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000447:Aldehydes; D000466:Alkadienes; D006841:Hydrocarbons, Aromatic; D007659:Ketones; D012428:Ruthenium