Abstract

Abstract The modifier concentration dependence of rate and enantioselectivity (ee) was investigated of the diethyl-2-oxoglutarate (EOG) and pyruvaldehyde dimethyl acetal (PADA) hydrogenations catalyzed by cinchona alkaloid modified Pt-alumina catalysts. Using the E 4759 catalyst in acetic acid under mild experimental conditions (room temperature, hydrogen pressure 1 bar) an optical yield of 95–97% can be achieved. Recent studies on activated ketones of different structures (EtPy: ethyl pyruvate, EOG, EBF: ethyl benzoylformate, PADA) carried out under identical experimental conditions have called attention to the role of additional factors to be considered for the interpretation of the mechanism of Orito’s reaction.

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