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Heterogeneous asymmetric reactions. Part 24. Heterogeneous catalytic enantioselective hydrogenation of the C=N group over cinchona alkaloid modified palladium catalyst
Author(s) -
Szöllösi György,
Kun István,
Bartók Mihály
Publication year - 2001
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10001
Subject(s) - chemistry , cinchona , enantioselective synthesis , catalysis , palladium , asymmetric hydrogenation , organic chemistry , enantiomer , cinchonidine , alkaloid , substrate (aquarium) , carboxylate , medicinal chemistry , oceanography , geology
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. Chirality 13:619–624, 2001. © 2001 Wiley‐Liss, Inc.