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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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Correspondence to György Szöllősi.

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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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  • hydrogenation
  • ethyl pyruvate
  • Asymmetric
  • ketopantolactone
  • fixed-bed reactor
  • methyl benzoylformate
  • platinum-cinchonidine catalyst
  • enantioselective