Role of the C3-substituted derivatives of cinchonidine in the enantioselective hydrogenation of ethyl pyruvate on Pt-alumina catalyst in AcOH

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Abstract

The enantioselective hydrogenation of ethyl pyruvate (EtPy) was studied on Pt-alumina catalysts modified by C3-substituted cinchonidines (NC, A, B, C1, C2in Fig. 1) and for comparison by DHCDand MeO-DHCDin AcOH. The effect of the C3-substituent on the reaction rate and the enantioselectivity were examined. Using the Engelhard 4759 catalyst under mild experimental conditions (room temperature, hydrogen pressure 1 bar) such as DHCDthe (R)-ethyl lactate formed in excess (e.e.max: 79-91%)

Original languageEnglish
Pages (from-to)395-403
Number of pages9
JournalReaction Kinetics and Catalysis Letters
Volume87
Issue number2
DOIs
Publication statusPublished - Apr 1 2006

Keywords

  • Cinchona alkaloids
  • Enantioselective
  • Hydrogenation
  • Pt/alumina
  • Substituent effect

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry

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