Heterogeneous asymmetric reactions. Part 24. Heterogeneous catalytic enantioselective hydrogenation of the C=N group over cinchona alkaloid modified palladium catalyst

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Abstract

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.

Original languageEnglish
Pages (from-to)619-624
Number of pages6
JournalChirality
Volume13
Issue number10
DOIs
Publication statusPublished - Nov 21 2001

Keywords

  • Cinchona alkaloids
  • Enantioselective hydrogenation
  • Imines
  • Palladium catalyst

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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