Unexpected inversion of enantioselectivity during the hydrogenation of ethyl pyruvate using hydroquinine and hydroquinidine modified Pt/Al2O3

Robert L. Jenkins, Nicholas Dummer, Xiabao Li, Salem M. Bawaked, Paul McMorn, Richard P. K. Wells, Andrew Burrows, Christopher J. Kiely, Graham J. Hutchings

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9 Citations (Scopus)

Abstract

In the enantioselective hydrogenation of ethyl pyruvate using hydroquinidine 4-chlorobenzoate modified Pt/gamma-Al2O3 catalyst, the sense of the enantioselectivity is a function of the modifier concentration. At low concentration (S)-ethyl lactate is preferred and at higher concentration (R)-ethyl lactate is formed; the opposite trend is observed with hydroquinine 4-chlorobenzoate. This is the first example where enantio-inversion is induced solely as a function of the chiral modifier concentration.

Original languageEnglish
Pages (from-to)135-138
Number of pages4
JournalCatalysis Letters
Volume110
Issue number1-2
DOIs
Publication statusPublished - Aug 2006

Keywords

  • enantioselective hydrogenation
  • enantio-inversion
  • ethyl pyruvate hydrogenation

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