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Optically Pure Aziridin-2-yl Methanols as Readily Available 1H NMR Sensors for Enantiodiscrimination of ?-Racemic Carboxylic Acids Containing Tertiary or Quaternary Stereogenic Centers.

ABSTRACT: Enantiopure aziridin-2-yl methanols 3-7 are used as highly effective sensors for enantiodiscrimination of ?-racemic carboxylic acids containing tertiary or quaternary stereogenic centers. A linear correlation between theoretical and observed % ee values for CSA-3 and enantiomerically enriched samples of mandelic acid has been observed, indicating the possible application of these compounds in the ee determination. The free NH and OH groups in 3-7 ensure good recognition.

SUBMITTER: Malinowska M

PROVIDER: S-EPMC7506949 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Optically Pure Aziridin-2-yl Methanols as Readily Available 1H NMR Sensors for Enantiodiscrimination of α-Racemic Carboxylic Acids Containing Tertiary or Quaternary Stereogenic Centers.

Malinowska Martyna M Jarzyński Szymon S Pieczonka Adam A Rachwalski Michał M Leśniak Stanisław S Zawisza Anna A

The Journal of organic chemistry 20200902 18

Enantiopure aziridin-2-yl methanols 3-7 are used as highly effective sensors for enantiodiscrimination of α-racemic carboxylic acids containing tertiary or quaternary stereogenic centers. A linear correlation between theoretical and observed % ee values for CSA-3 and enantiomerically enriched samples of mandelic acid has been observed, indicating the possible application of these compounds in the ee determination. The free NH and OH groups in 3-7 ensure good re ...[more]

PMID: 32805106

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