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Continuous enantioselective hydrogenation of activated ketones on a pt-cd chiral catalyst: use of h-cube reactor system

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Summary

The Pt-alumina-CD catalyzed enantioselective hydrogenations of ethylpyruvate (EP), ketopantolactone (KPL) and methyl benzoylformate (MBF) have been studied at first in an H-Cube flow hydrogenator in toluene and toluene + acetic acid. Based on the experience of previous studies carried out in batch-reactor and continuous flow systems, some parameters were kept constant (amount of catalyst, 380 mg; substrate concentration, 0.18 mol/L; temperature, 283 K), whereas others, namely chiral modifier (CD) concentration, hydrogen pressure and total liquid flow (TLF: substrate + modifier + solvent) were varied. In the course of enantioselective hydrogenation (R)-products were formed in excess: in the case of EP, KPL, MBF: 90, 60, 80 % enantioselectivities were obtained.

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Authors and Affiliations

  1. Organic Catalysis Research Group, Department of Organic Chemistry, Organic Catalysis Research Group of the Hungarian Academy of Sciences, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary, Szeged

    György Szöllősi

  2. Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary

    Beáta Hermán

  3. Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary

    Ferenc Fülöp

  4. Organic Catalysis Research Group of the Hungarian Academy of Sciences, University of Szeged; Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary; Dóm tér 8, Szeged, H-6720, Hungary

    and Mihály Bartók

Authors
  1. György Szöllősi
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  2. Beáta Hermán
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  3. Ferenc Fülöp
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  4. and Mihály Bartók
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Szöllősi, G., Hermán, B., Fülöp, F. et al. Continuous enantioselective hydrogenation of activated ketones on a pt-cd chiral catalyst: use of h-cube reactor system. React Kinet Catal Lett 88, 391–398 (2006). https://doi.org/10.1007/s11144-006-0076-5

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  • DOI: https://doi.org/10.1007/s11144-006-0076-5

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