A novel glycosidation of glycosyl fluoride using a designed ionic liquid and its effect on the stereoselectivity

Kaname Sasaki, Shuichi Matsumura, Kazunobu Toshima

研究成果: Article査読

56 被引用数 (Scopus)

抄録

The glycosidations of glucopyranosyl fluoride and alcohols using an ionic liquid containing a protic acid effectively proceeded under mild conditions to afford the corresponding glycosides in good to high yields. The stereoselectivity of the glycosidation was significantly affected by the ionic liquid solvent. 1-n-Hexyl-3-methylimidazolium trifluoromethanesulfonate (C 6mim[OTf]), containing a trifluoromethanesulfonate anion, and 1-(3-cyanopropyl)-3-methylimidazolium trifluoromethanesulfonimidide (CNC 3mim[NTf 2]), possessing a cyano group at the side chain of the imidazolium cation, gave the β-stereoselectivity.

本文言語English
ページ(範囲)7043-7047
ページ数5
ジャーナルTetrahedron Letters
45
38
DOI
出版ステータスPublished - 2004 9月 13

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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