Site-selective Electrochemical Oxidation of Glucosides

Marios Kidonakis; Augustin Villotet; Martin Witte; Sebastian B. Beil; Adriaan Minnaard

doi:10.26434/chemrxiv-2022-gg3g5

Site-selective Electrochemical Oxidation of Glucosides

Marios Kidonakis, Augustin Villotet, Martin Witte, Sebastian B. Beil, Adriaan Minnaard

Research output: Working paper › Academic

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Abstract

Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with excellent selectivity. The method is a versatile alternative to Pd-catalyzed oxidation, and to photochemical oxidation, and is complementary to the TEMPO-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction does not require oxygen.

Original language	English
DOIs	https://doi.org/10.26434/chemrxiv-2022-gg3g5
Publication status	Published - 1-Aug-2022

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10.26434/chemrxiv-2022-gg3g5Licence: CC BY

site-selective-electrochemical-oxidation-of-glucosidesFinal author's version, 1.34 MBLicence: CC BY

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title = "Site-selective Electrochemical Oxidation of Glucosides",

abstract = "Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with excellent selectivity. The method is a versatile alternative to Pd-catalyzed oxidation, and to photochemical oxidation, and is complementary to the TEMPO-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction does not require oxygen.",

author = "Marios Kidonakis and Augustin Villotet and Martin Witte and Beil, \{Sebastian B.\} and Adriaan Minnaard",

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T1 - Site-selective Electrochemical Oxidation of Glucosides

AU - Kidonakis, Marios

AU - Villotet, Augustin

AU - Witte, Martin

AU - Beil, Sebastian B.

AU - Minnaard, Adriaan

PY - 2022/8/1

Y1 - 2022/8/1

N2 - Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with excellent selectivity. The method is a versatile alternative to Pd-catalyzed oxidation, and to photochemical oxidation, and is complementary to the TEMPO-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction does not require oxygen.

AB - Quinuclidine-mediated electrochemical oxidation of glycopyranosides provides C3-ketosaccharides with excellent selectivity. The method is a versatile alternative to Pd-catalyzed oxidation, and to photochemical oxidation, and is complementary to the TEMPO-mediated C6-selective oxidation. Contrary to the electrochemical oxidation of methylene and methine groups, the reaction does not require oxygen.

U2 - 10.26434/chemrxiv-2022-gg3g5

DO - 10.26434/chemrxiv-2022-gg3g5

M3 - Working paper

BT - Site-selective Electrochemical Oxidation of Glucosides

ER -

Site-selective Electrochemical Oxidation of Glucosides

Abstract

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