Kidonakis Marios, Villotet Augustin, Witte Martin D, Beil Sebastian B, Minnaard Adriaan J
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The Netherlands.
ACS Catal. 2023 Jan 31;13(4):2335-2340. doi: 10.1021/acscatal.2c06318. eCollection 2023 Feb 17.
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.
奎宁环介导的吡喃葡萄糖苷电化学氧化反应能以高选择性和良好产率生成C3-酮糖。该方法是钯催化氧化或光化学氧化的通用替代方法,并且是对2,2,6,6-四甲基哌啶1-氧基(TEMPO)介导的C6选择性氧化的补充。与亚甲基和次甲基的电化学氧化相反,该反应在无氧条件下进行。