A novel greener glycosidation using an acid-ionic liquid containing a protic acid

Kaname Sasaki, Hideyuki Nagai, Shuichi Matsumura, Kazunobu Toshima

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

The glycosidations of glucopyranosyl diethyl phosphite and alcohols using an ionic liquid, 1-n-hexyl-3-methylimidazolium trifluoromethanesulfonimidide (C6mim[NTf2]) containing a protic acid, trifluoromethanesulfonimide (HNTf2), as a novel solvent-catalyst system, effectively proceeded under mild conditions to give the corresponding glycosides in good to high yields. Furthermore, this acid-ionic liquid combination could be reused many times for the glycosidations without any loss in efficiency.

Original languageEnglish
Pages (from-to)5605-5608
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number30
DOIs
Publication statusPublished - 2003 Jul 21

Fingerprint

Ionic Liquids
Phosphites
Acids
Glycosides
Alcohols
Catalysts
1-hexyl-3-methylimidazolium

Keywords

  • Diethyl phosphite
  • Glycosidation
  • Green chemistry
  • Ionic liquid
  • Protic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A novel greener glycosidation using an acid-ionic liquid containing a protic acid. / Sasaki, Kaname; Nagai, Hideyuki; Matsumura, Shuichi; Toshima, Kazunobu.

In: Tetrahedron Letters, Vol. 44, No. 30, 21.07.2003, p. 5605-5608.

Research output: Contribution to journalArticle

Sasaki, Kaname ; Nagai, Hideyuki ; Matsumura, Shuichi ; Toshima, Kazunobu. / A novel greener glycosidation using an acid-ionic liquid containing a protic acid. In: Tetrahedron Letters. 2003 ; Vol. 44, No. 30. pp. 5605-5608.
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