Site-Selective Electrochemical Oxidation of Glycosides.

Authors :: Kidonakis M
Villotet A
Witte MD
Beil SB
Minnaard AJ
Source :: ACS catalysis [ACS Catal] 2023 Jan 31; Vol. 13 (4), pp. 2335-2340. Date of Electronic Publication: 2023 Jan 31 (Print Publication: 2023).
Publication Year :: 2023
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.<br />Competing Interests: The authors declare no competing financial interest.<br /> (© 2023 The Authors. Published by American Chemical Society.)