An efficient glycosidation method using 2,3-unsaturated glycosyl donors

Kaname Sasaki, Shuichi Matsumura, Kazunobu Toshima

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)


A novel class of 'armed' glycosyl donors containing a double bond at the C-2 position was designed by mimicking the mechanism of lysozyme-initiated hydrolysis. These donors were used to achieve chemoselective glycosidation of hex-2-enopyranosyl acetate and hexopyranosyl acetate, and synthesis of O-glycosidic linkages between highly deoxygenated sugars and tertiary alcohols.

Original languageEnglish
Pages (from-to)9039-9043
Number of pages5
JournalTetrahedron Letters
Issue number51
Publication statusPublished - 2006 Dec 18


  • Carbohydrates
  • Chemoselectivity
  • Deoxy sugar
  • Glycosidation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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