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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Glycosidation Reactions of 5-Thioxylopyranosyl Donors

Author(s): Hideya Yuasa, Youichiro Suga and Hironobu Hashimoto

Volume 5, Issue 6, 2008

Page: [429 - 431] Pages: 3

DOI: 10.2174/157017808785740390

Price: $65

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.

Keywords: Thiosugar, thioglycoside, glycosyl donor, 5-thioxylopyranose, glycosidation


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