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

[Image: see text] 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 enantiomerical...

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Detalles Bibliográficos
Autores principales: Malinowska, Martyna, Jarzyński, Szymon, Pieczonka, Adam, Rachwalski, Michał, Leśniak, Stanisław, Zawisza, Anna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7506949/
https://www.ncbi.nlm.nih.gov/pubmed/32805106
http://dx.doi.org/10.1021/acs.joc.0c01564
Descripción
Sumario:[Image: see text] 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 recognition.

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