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 | Zendy

Martyna Malinowska | Zendy; Szymon Jarzyński | Zendy; Adam M. Pieczonka | Zendy; Michał Rachwalski | Zendy; Stanisław Leśniak | Zendy; A. Zawisza | Zendy

Open Access

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

Author(s) -

Martyna Malinowska,

Szymon Jarzyński,

Adam M. Pieczonka,

Michał Rachwalski,

Stanisław Leśniak,

A. Zawisza

Publication year - 2020

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.0c01564

Subject(s) - enantiopure drug , stereocenter , chemistry , mandelic acid , carboxylic acid , stereochemistry , diastereomer , organic chemistry , combinatorial chemistry , medicinal chemistry , enantioselective synthesis , catalysis

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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