Heterogeneous asymmetric reactions. Part 24. Heterogeneous catalytic enantioselective hydrogenation of the C==N group over cinchona alkaloid modified palladium catalyst.
The enantioselective hydrogenation of C==N-C group containing compounds over modified metal catalysts is as yet an uninvestigated research area. This work contains results obtained on the hydrogenation of 1-pyrroline-2-carboxylate esters and sodium salt over cinchona alkaloid-modified alumina-supported Pd catalyst. The effect of the reaction parameters and the structure of the alkaloid molecule on hydrogenation rate and enantioselectivity allowed us to assume that on the catalyst surface only a weak interaction exists between the modifier and the substrate, resulting in the low enantiomeric excesses (up to 20%) obtainable in these reactions.
Szöllösi
G
G
Organic Catalysis Research Group of the Hungarian Academy of Sciences, Department of Organic Chemistry, University of Szeged, Szeged, Hungary. szollosi@chem.u-szeged.hu
Kun
I
I
Bartók
M
M
D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D008722:Methods; D010165:Palladium; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; D011758:Pyrroles; D010165:Palladium; D006859:Hydrogen