Chiral additive induced self-disproportionation of enantiomers under MPLC conditions: Preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates

Mitsuhiro Goto, Kaori Tateishi, Kenki Ebine, Vadim A. Soloshonok, Christian Roussel, Osamu Kitagawa

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Mixtures of enantiomerically pure (S)-N-formyl-1-phenylethyamine and various racemic N-formyl-1-arylethylamine derivatives, when submitted to achiral medium pressure liquid chromatography, afforded elution profiles in which the enantiomers of N-formyl-1-arylethylamines standout as separate peaks and can be isolated. In all of the investigated N-formyl-1-arylethylamine substrates, the virtually enantiomerically pure (S)-enantiomer eluted as a less polar fraction and subsequently, the (R)-enriched enantiomer mixtures were eluted in the more polar fractions.

Original languageEnglish
Pages (from-to)317-321
Number of pages5
JournalTetrahedron Asymmetry
Volume27
Issue number7-8
DOIs
Publication statusPublished - 2016 May 1

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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