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

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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.

LanguageEnglish
Pages317-321
Number of pages5
JournalTetrahedron Asymmetry
Volume27
Issue number7-8
DOIs
StatePublished - 2016 May 1

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Ethylamines
Enantiomers
enantiomers
preparation
elution
Liquid chromatography
liquid chromatography
Derivatives
Substrates
profiles

ASJC Scopus subject areas

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

Cite this

Chiral additive induced self-disproportionation of enantiomers under MPLC conditions : Preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates. / Goto, Mitsuhiro; Tateishi, Kaori; Ebine, Kenki; Soloshonok, Vadim A.; Roussel, Christian; Kitagawa, Osamu.

In: Tetrahedron Asymmetry, Vol. 27, No. 7-8, 01.05.2016, p. 317-321.

Research output: Contribution to journalArticle

Goto, Mitsuhiro ; Tateishi, Kaori ; Ebine, Kenki ; Soloshonok, Vadim A. ; Roussel, Christian ; Kitagawa, Osamu. / Chiral additive induced self-disproportionation of enantiomers under MPLC conditions : Preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates. In: Tetrahedron Asymmetry. 2016 ; Vol. 27, No. 7-8. pp. 317-321
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