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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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
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author Malinowska, Martyna
Jarzyński, Szymon
Pieczonka, Adam
Rachwalski, Michał
Leśniak, Stanisław
Zawisza, Anna
author_facet Malinowska, Martyna
Jarzyński, Szymon
Pieczonka, Adam
Rachwalski, Michał
Leśniak, Stanisław
Zawisza, Anna
author_sort Malinowska, Martyna
collection PubMed
description [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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spelling pubmed-75069492020-09-22 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 Malinowska, Martyna Jarzyński, Szymon Pieczonka, Adam Rachwalski, Michał Leśniak, Stanisław Zawisza, Anna J Org Chem [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. American Chemical Society 2020-08-17 2020-09-18 /pmc/articles/PMC7506949/ /pubmed/32805106 http://dx.doi.org/10.1021/acs.joc.0c01564 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Malinowska, Martyna
Jarzyński, Szymon
Pieczonka, Adam
Rachwalski, Michał
Leśniak, Stanisław
Zawisza, Anna
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
url 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
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