Organocatalytic asymmetric hydroxylation of beta-keto esters: metal-free synthesis of optically active anti-diols.
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.
Acocella
Maria Rosaria
MR
Danish National Research Foundation, Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
Mancheño
Olga García
OG
Bella
Marco
M
Jørgensen
Karl Anker
KA
D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D006900:Hydroxylation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; D004952:Esters