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.,The Journal of Organic Chemistry

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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.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-08-17 , DOI: 10.1021/acs.joc.0c01564
Martyna Malinowska ₁ , Szymon Jarzyński ₁ , Adam Pieczonka ₁ , Michał Rachwalski ₁ , Stanisław Leśniak ₁ , Anna Zawisza ₁

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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.

中文翻译：

光学纯的Aziiridin-2-yl甲醇，作为可容易地使用的1H NMR传感器，用于对含有叔或季立体位中心的α-芳族羧酸进行对映歧化。

对映体纯氮丙啶-2-基基甲醇3 - 7被用作高效的传感器对的含叔胺或季立体中心α外消旋羧酸enantiodiscrimination。观察到了CSA- 3和扁桃酸的对映异构体富集样品的理论ee值和实测ee值之间的线性关系，表明这些化合物可能在ee测定中应用。3 – 7中的游离NH和OH基团可确保良好的识别度。

更新日期：2020-09-20

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