Site-Selective Electrochemical Oxidation of Glycosides

[Image: see text] Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with high selectivity and good yields. The method is a versatile alternative to Pd-catalyzed or photochemical oxidation and is complementary to the 2,2,6,6-tetramethylpiperidine 1-oxyl (...

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Autores principales: Kidonakis, Marios, Villotet, Augustin, Witte, Martin D., Beil, Sebastian B., Minnaard, Adriaan J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942207/
https://www.ncbi.nlm.nih.gov/pubmed/36846820
http://dx.doi.org/10.1021/acscatal.2c06318
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author Kidonakis, Marios
Villotet, Augustin
Witte, Martin D.
Beil, Sebastian B.
Minnaard, Adriaan J.
author_facet Kidonakis, Marios
Villotet, Augustin
Witte, Martin D.
Beil, Sebastian B.
Minnaard, Adriaan J.
author_sort Kidonakis, Marios
collection PubMed
description [Image: see text] Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with high selectivity and good yields. The method is a versatile alternative to Pd-catalyzed or photochemical oxidation and is complementary to the 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO)-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction proceeds without oxygen.
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spelling pubmed-99422072023-02-22 Site-Selective Electrochemical Oxidation of Glycosides Kidonakis, Marios Villotet, Augustin Witte, Martin D. Beil, Sebastian B. Minnaard, Adriaan J. ACS Catal [Image: see text] Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with high selectivity and good yields. The method is a versatile alternative to Pd-catalyzed or photochemical oxidation and is complementary to the 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO)-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction proceeds without oxygen. American Chemical Society 2023-01-31 /pmc/articles/PMC9942207/ /pubmed/36846820 http://dx.doi.org/10.1021/acscatal.2c06318 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Kidonakis, Marios
Villotet, Augustin
Witte, Martin D.
Beil, Sebastian B.
Minnaard, Adriaan J.
Site-Selective Electrochemical Oxidation of Glycosides
title Site-Selective Electrochemical Oxidation of Glycosides
title_full Site-Selective Electrochemical Oxidation of Glycosides
title_fullStr Site-Selective Electrochemical Oxidation of Glycosides
title_full_unstemmed Site-Selective Electrochemical Oxidation of Glycosides
title_short Site-Selective Electrochemical Oxidation of Glycosides
title_sort site-selective electrochemical oxidation of glycosides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942207/
https://www.ncbi.nlm.nih.gov/pubmed/36846820
http://dx.doi.org/10.1021/acscatal.2c06318
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AT wittemartind siteselectiveelectrochemicaloxidationofglycosides
AT beilsebastianb siteselectiveelectrochemicaloxidationofglycosides
AT minnaardadriaanj siteselectiveelectrochemicaloxidationofglycosides

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