title: Organocatalytic asymmetric hydroxylation of beta-keto esters: metal-free synthesis of optically active anti-diols.
abstract: The organocatalytic alpha-hydroxylation of beta-keto esters using cinchona-alkaloid derivatives as the catalyst and peroxides as the terminal oxidant has been investigated and is shown to proceed in high yields and with good enantioselectivity. The scope of the reaction is demonstrated for various substrates, and furthermore, the preparation of optically active anti-diols is presented.
authors.affiliation: Danish National Research Foundation, Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
authors.forename: Maria Rosaria
authors.initials: MR
authors.lastname: Acocella
authors.forename: Olga García
authors.initials: OG
authors.lastname: Mancheño
authors.forename: Marco
authors.initials: M
authors.lastname: Bella
authors.forename: Karl Anker
authors.initials: KA
authors.lastname: Jørgensen
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D006900:Hydroxylation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D002930:Cinchona Alkaloids; D004952:Esters