Login / Signup

Achiral 2-pyridone and 4-aminopyridine act as chiral inducers of asymmetric autocatalysis with amplification of enantiomeric excess via the formation of chiral crystals.

Arimasa MatsumotoDaisuke TateishiTsuyoshi NakajimaShiori KurosakiTomohiro OgawaTsuneomi KawasakiKenso Soai
Published in: Chirality (2023)
Enantiomorphous crystals of achiral 2-pyridone and 4-aminopyridine served as sources of chirality, to induce the asymmetric autocatalysis of 5-pyrimidyl alkanol during the asymmetric addition of diisopropylzinc to the corresponding pyrimidine-5-carbaldehyde, that is, the Soai reaction. Following a significant amplification of enantiomeric excess through asymmetric autocatalysis, highly enantioenriched 5-pyrimidyl alkanol could be synthesized with their corresponding absolute configurations to those of chiral crystals of 2-pyridone and 4-aminopyridine.
Keyphrases
  • capillary electrophoresis
  • room temperature
  • solid state
  • ionic liquid
  • mass spectrometry
  • nucleic acid
  • drinking water
  • oxide nanoparticles