Title: Glycosidation Reactions of 5-Thioxylopyranosyl Donors
VOLUME: 5 ISSUE: 6
Author(s):Hideya Yuasa, Youichiro Suga and Hironobu Hashimoto
Affiliation:Tokyo Institute of Technology,Graduate School of Bioscience and Biotechnology, Department of Life Science, J2-10, 4259 Nagatsutacho, Midoriku, Yokohama 226-8501, Japan.
Keywords:Thiosugar, thioglycoside, glycosyl donor, 5-thioxylopyranose, glycosidation
Abstract: Glycosidation reactions of 5-thioxylopyranosides were examined. The reaction of a 1,5-dithioxyloside derivative with N-iodosuccinimide and trifluoromethanesulfonate gave ring-opened products, but no glycosylated products. On the other hand, a 5-thioxylopyranosyl trichloroacetimidate derivative was found to react with aliphatic alcohols and a sugar alcohol to give a 5-thio analog of biologically important β(1,4)xylopyranoside structures.
