TY - JOUR A1 - Rahman, Md Azadur A1 - Kuroda, Kana A1 - Endo, Hirofumi A1 - Sasaki, Norihiko A1 - Hamada, Tomoaki A1 - Sakai, Hiraku A1 - Nokami, Toshiki T1 - Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides JF - Beilstein Journal of Organic Chemistry PY - 2022/// VL - 18 SP - 1133 EP - 1139 SN - 1860-5397 DO - 10.3762/bjoc.18.117 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.18.117 KW - electrochemical glycosylation KW - glucosamine KW - oligosaccharide KW - oxidation potential KW - polyglycosylation N2 - The synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides as monomer is described. Oligosaccharides up to the hexasaccharide were synthesized under optimized reaction conditions. Further, a modified method enabled the synthesis of oligosaccharides up to the octasaccharide by repeating electrolysis with additional monomers. The mechanism of the electrochemical polyglycosylation is also discussed, based on the oxidation potential of the monomer and oligosaccharides. ER -