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Chiral sensors for determining the absolute configurations of α-amino acid derivatives

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Abstract

A simple strategy for configurational assignments of alpha-amino acids has been developed by comparison of the proton NMR chemical shift values of the alpha hydrogens of N-phthaloyl protected alpha-amino acids in the presence of (R)-CSA 1 and (S)-CSA 1, respectively. Highly resolved NMR spectra can be obtained directly on the mixed solution of the chiral solvating agents with N-phthaloyl protected alpha-amino acids in NMR tubes, giving well distinguishable proton signals without interference which dramatically improve the accuracy of assignment and hasten the assigning procedure. The strategy is widely applicable for varied natural and non-natural amino acids.

Graphical abstract: Chiral sensors for determining the absolute configurations of α-amino acid derivatives

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Publication details

The article was received on 08 Aug 2018, accepted on 03 Sep 2018 and first published on 05 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01933A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Chiral sensors for determining the absolute configurations of α-amino acid derivatives

    Z. Chen, H. Fan, S. Yang, G. Bian and L. Song, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01933A

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