Site-Selective Electrochemical Oxidation of Glycosides

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

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

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Abstract

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.

Original languageEnglish
Pages (from-to)2335-2340
Number of pages6
JournalACS Catalysis
Volume13
Issue number4
DOIs
Publication statusPublished - 17-Feb-2023

Keywords

  • glycosides
  • site-selective
  • electrosynthesis
  • oxidation
  • metal-free conditions

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