Stereochemical study on planar-chiral cyclic molecules using polysaccharide-based column chromatography

Kazunobu Igawa, Kazuhiro Uehara, Yuuya Kawasaki, Katsuhiko Tomooka

Research output: Contribution to journalReview articlepeer-review

1 Citation (Scopus)


The presence of planar chirality of a variety of medium-sized heterocycles, along with nine-membered cyclic ketone and its enol ester, was revealed by observation of isolable enantiomers by analytical high-performance liquid chromatography (HPLC) using a chiral stationary phase with a polysaccharide-based chiral selector. Several tens of milligrams of enantiomers of the planar-chiral molecules were successfully separated by preparative-scale HPLC, leading to the preparation of an enantioenriched sample. This in turn enabled detailed stereochemical studies, including measurement of half-lives of the optical activity and X-ray crystallography for elucidation of stereochemistry.

Original languageEnglish
Publication statusAccepted/In press - 2022

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry


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