A Purification-Free Strategy for the Electrochemical Oxidation of the Primary Hydroxy Group in Glycopyranosides

Marios Kidonakis; Ruben L.H. Andringa; Imke M.A. Bartels; Martin D. Witte; Sebastian B. Beil; Adriaan J. Minnaard

doi:10.1002/celc.202500140

A Purification-Free Strategy for the Electrochemical Oxidation of the Primary Hydroxy Group in Glycopyranosides

Marios Kidonakis
, Ruben L.H. Andringa
, Imke M.A. Bartels
, Martin D. Witte^*
, Sebastian B. Beil^*
, Adriaan J. Minnaard^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

An operationally simple protocol for the electrochemical oxidation of the primary hydroxy group in glycopyranosides is presented. The strategy uses aqueous ammonia as a base and electrolyte, reticulated vitreous carbon (RVC) electrodes, and TEMPO as a mediator. Under these conditions, the ammonium salts of the corresponding uronic acids are obtained in excellent yield upon evaporation of the volatiles, rendering an exceptionally simple protocol.

Original language	English
Article number	e202500140
Number of pages	4
Journal	ChemElectroChem
Volume	12
Issue number	18
Early online date	24-Jun-2025
DOIs	https://doi.org/10.1002/celc.202500140
Publication status	Published - 15-Sept-2025

Keywords

electrochemistry
oxidations
saccharides
site-selective
TEMPO

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title = "A Purification-Free Strategy for the Electrochemical Oxidation of the Primary Hydroxy Group in Glycopyranosides",

abstract = "An operationally simple protocol for the electrochemical oxidation of the primary hydroxy group in glycopyranosides is presented. The strategy uses aqueous ammonia as a base and electrolyte, reticulated vitreous carbon (RVC) electrodes, and TEMPO as a mediator. Under these conditions, the ammonium salts of the corresponding uronic acids are obtained in excellent yield upon evaporation of the volatiles, rendering an exceptionally simple protocol.",

keywords = "electrochemistry, oxidations, saccharides, site-selective, TEMPO",

author = "Marios Kidonakis and Andringa, \{Ruben L.H.\} and Bartels, \{Imke M.A.\} and Witte, \{Martin D.\} and Beil, \{Sebastian B.\} and Minnaard, \{Adriaan J.\}",

note = "Publisher Copyright: {\textcopyright} 2025 The Author(s). ChemElectroChem published by Wiley-VCH GmbH.",

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doi = "10.1002/celc.202500140",

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T1 - A Purification-Free Strategy for the Electrochemical Oxidation of the Primary Hydroxy Group in Glycopyranosides

AU - Kidonakis, Marios

AU - Andringa, Ruben L.H.

AU - Bartels, Imke M.A.

AU - Witte, Martin D.

AU - Beil, Sebastian B.

AU - Minnaard, Adriaan J.

PY - 2025/9/15

Y1 - 2025/9/15

N2 - An operationally simple protocol for the electrochemical oxidation of the primary hydroxy group in glycopyranosides is presented. The strategy uses aqueous ammonia as a base and electrolyte, reticulated vitreous carbon (RVC) electrodes, and TEMPO as a mediator. Under these conditions, the ammonium salts of the corresponding uronic acids are obtained in excellent yield upon evaporation of the volatiles, rendering an exceptionally simple protocol.

AB - An operationally simple protocol for the electrochemical oxidation of the primary hydroxy group in glycopyranosides is presented. The strategy uses aqueous ammonia as a base and electrolyte, reticulated vitreous carbon (RVC) electrodes, and TEMPO as a mediator. Under these conditions, the ammonium salts of the corresponding uronic acids are obtained in excellent yield upon evaporation of the volatiles, rendering an exceptionally simple protocol.

KW - electrochemistry

KW - oxidations

KW - saccharides

KW - site-selective

KW - TEMPO

UR - https://www.scopus.com/pages/publications/105008829926

U2 - 10.1002/celc.202500140

DO - 10.1002/celc.202500140

M3 - Article

AN - SCOPUS:105008829926

SN - 2196-0216

VL - 12

JO - ChemElectroChem

JF - ChemElectroChem

IS - 18

M1 - e202500140

ER -

A Purification-Free Strategy for the Electrochemical Oxidation of the Primary Hydroxy Group in Glycopyranosides

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