Syntheses and Glycosidation Reactions of 6-Thiosialosyl Donors

Author(s): Hideya Yuasa, Yoshitaka Tanetani, Tatsuo Miyazaki, Masayuki Izumi, Hironobu Hashimoto.

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 4 , 2008

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Abstract:

The fluoride and thioglycoside derivatives of 6-thiosialic acid were synthesized. The thioglycoside was found to react with glycosyl acceptors in the presence of N-iodosuccinimide and trifluoromethanesulfonic acid. Alkanols tended to be glycosylated in good yield with α-selectivity, while sugar alcohols gave only the β-glycosides in poor yields.

Keywords: Thiosugar, thioglycoside, glycosyl fluoride, sialic acid, glycosidation

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Article Details

VOLUME: 5
ISSUE: 4
Year: 2008
Page: [262 - 264]
Pages: 3
DOI: 10.2174/157017808784049434
Price: $58