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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Detalles Bibliográficos
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
Descripción
Sumario:[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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