Enantioselective hydrogenation of arecaidine over cinchona alkaloid-modified palladium catalyst: A novel route to enantioenriched nipecotic acid derivatives

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Abstract

The hydrogenation of N-methyl-3,4-dehydronipecotic acid (arecaidine) over Pd/Al2O3 catalyst in presence of cinchona alkaloids and benzylamine additive results in the quantitative formation of N-methylnipecotic acid in good (up to 60%) optical purity. The reaction is a novel example of the efficient use of chirally modified heterogeneous metal catalysts allowing the preparation of enantioenriched N-heterocyclic carboxylic acids.

Original languageEnglish
Pages (from-to)349-352
Number of pages4
JournalJournal of Catalysis
Volume256
Issue number2
DOIs
Publication statusPublished - Jun 10 2008

Keywords

  • Carboxylic acids
  • Cinchona alkaloid
  • Enantioselective
  • Hydrogenation
  • N-heterocyclic
  • Nipecotic acid
  • Palladium catalyst

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry

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