A vinca-type synthetic alkaloid: (-)-dihydrovinpocetine is a promising chiral auxiliary in the enantioselective hydrogenation of the prochiral CC bond of isophorone. Various catalytic metals and supports have been screened. The effect of acidic additives is described. The highest optical yield (38%) is obtained with a Pd black catalyst. Mechanistic considerations and comparison with the known Pt/cinchona system have been made.
- Chiral auxiliary
ASJC Scopus subject areas
- Process Chemistry and Technology
- Physical and Theoretical Chemistry