Journal
TETRAHEDRON
Volume 68, Issue 21, Pages 4013-4017Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.03.054
Keywords
Enantiomers; Enrichment; Self-disproportionation; Chromatography; Phenylethylamines
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Efficient self-disproportionation of enantiomers of several non-racemic chiral amines was achieved through conversion to N-acetamides and subsequent MPLC using an achiral column. The MPLC of these non-racemic N-acetamide derivatives gave the chart having a clear boundary between two fractions. Thus, in the less polar fraction, remarkable enantiomer enrichment was observed (>99%ee), while the ee of more polar fraction was considerably reduced. The magnitude of the enantiomer enrichments and depletions strongly depended on substituent on the amino group. (C) 2012 Elsevier Ltd. All rights reserved.
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