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

Fingerprint

Glycosylation
Ionic Liquids
Acids
Naphthols
Phenol
Sugars
Derivatives
Pressure

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Aryl C-glycosylation using an ionic liquid containing a protic acid. / Yamada, Chigusa; Sasaki, Kaname; Matsumura, Shuichi; Toshima, Kazunobu.

In: Tetrahedron Letters, Vol. 48, No. 24, 11.06.2007, p. 4223-4227.

Research output: Contribution to journalArticle

Yamada, Chigusa ; Sasaki, Kaname ; Matsumura, Shuichi ; Toshima, Kazunobu. / Aryl C-glycosylation using an ionic liquid containing a protic acid. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 24. pp. 4223-4227.
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