Aryl C-glycosylation using an ionic liquid containing a protic acid

Chigusa Yamada, Kaname Sasaki, Shuichi Matsumura, Kazunobu Toshima

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Aryl C-glycosylation of several glycosyl donors, including unprotected sugars, with phenol and naphthol derivatives in an ionic liquid containing a protic acid proceeded effectively and stereoselectively to give the corresponding aryl C-glycosides in good to high yields. Because the ionic liquid was nonvolatile, the reaction could be carried out under reduced pressure; in addition, the ionic liquid could be reused without loss of effectiveness. These features contribute to the significant advantages of this novel aryl C-glycosylation reaction.

Original languageEnglish
Pages (from-to)4223-4227
Number of pages5
JournalTetrahedron Letters
Volume48
Issue number24
DOIs
Publication statusPublished - 2007 Jun 11

Keywords

  • Aryl C-glycosylation
  • Carbohydrate
  • Ionic liquid
  • Protic acid

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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