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.
- Cinchona alkaloid
- Diethyl 2-oxoglutarate
- Pyruvaldehyde dimethyl acetal
ASJC Scopus subject areas
- Process Chemistry and Technology
- Physical and Theoretical Chemistry