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Highly Potent Chiral Labeling Reagents for the Discrimination of Chiral Alcohols

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Abstract

Highly sensitive chiral labeling reagents, (1R,2R)- and (1S,2S)-2-(2,3-anthracenedicarboximido)cyclohexanecarboxylic acids [(1R,2R)- and (1S,2S)-A] and (1R,2R)- and (1S,2S)-2-(2,3-naphthalenedicarboximido)cyclohexanecarboxylic acids [(1R,2R)- and (1S,2S)-A′], were prepared. Reagent A has enabled us to discriminate the enantiomers of anteiso fatty alcohols up to C9 methyl branching by 1H NMR, and both reagents A and A′have allowed up to C16 methyl branching at the 10–15 molar level by fluorescence detected reversed-phase HPLC.

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Correspondence to Hiroshi Ohrui.

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* Part I: Preparation of reagents and application of them to the discrimination of enantiomers of anteiso fatty alcohols by both 1H NMR and reversed-phase HPLC. Part of this work has been reported as a short communication in Ref. 12.

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Imaizumi, K., Terasima, H., Akasaka, K. et al. Highly Potent Chiral Labeling Reagents for the Discrimination of Chiral Alcohols. ANAL. SCI. 19, 1243–1249 (2003). https://doi.org/10.2116/analsci.19.1243

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  • DOI: https://doi.org/10.2116/analsci.19.1243

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