Tetrahedron

Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography

T Nakamura, K Tateishi, S Tsukagoshi, S Hashimoto…

Index: Nakamura, Tsuyoshi; Tateishi, Kaori; Tsukagoshi, Shiori; Hashimoto, Saori; Watanabe, Shotaro; Soloshonok, Vadim A.; Acena, Jose Luis; Kitagawa, Osamu Tetrahedron, 2012 , vol. 68, # 21 p. 4013 - 4017

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Citation Number: 23

Abstract

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 ...