TY - JOUR
T1 - Chiral additive induced self-disproportionation of enantiomers under MPLC conditions
T2 - Preparation of enantiomerically pure samples of 1-(aryl)ethylamines from racemates
AU - Goto, Mitsuhiro
AU - Tateishi, Kaori
AU - Ebine, Kenki
AU - Soloshonok, Vadim A.
AU - Roussel, Christian
AU - Kitagawa, Osamu
PY - 2016/5/1
Y1 - 2016/5/1
N2 - 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.
AB - 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.
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U2 - 10.1016/j.tetasy.2016.03.004
DO - 10.1016/j.tetasy.2016.03.004
M3 - Article
AN - SCOPUS:84961267238
SN - 0957-4166
VL - 27
SP - 317
EP - 321
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 7-8
ER -