title: Organocatalytic asymmetric vinylogous addition to quinones - formation of optically active alpha-aryl ketones.
abstract: The first organocatalytic addition of dicyanoalkylidenes to quinones catalyzed by Cinchona alkaloids leading to formation of 1,4-diketone derivatives with high diastereomeric ratios (up to >98 : <2 dr) and enantioselectivities (up to 99% ee) has been developed; the optically active compounds obtained are useful for a number of transformations, e.g. the synthesis of optically active alpha-aryl ketones.
authors.affiliation: Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
authors.forename: José
authors.initials: J
authors.lastname: Alemán
authors.forename: Christian Borch
authors.initials: CB
authors.lastname: Jacobsen
authors.forename: Kim
authors.initials: K
authors.lastname: Frisch
authors.forename: Jacob
authors.initials: J
authors.lastname: Overgaard
authors.forename: Karl Anker
authors.initials: KA
authors.lastname: Jørgensen
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*; D011809:Quinones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D002930:Cinchona Alkaloids; D007659:Ketones; D009570:Nitriles; D011809:Quinones