A novel glycosylation of inactive glycosyl donors using an ionic liquid containing a protic acid under reduced pressure conditions

Yasutaka Kuroiwa, Maiko Sekine, Satoshi Tomono, Daisuke Takahashi, Kazunobu Toshima

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The glycosylation of inactive glycosyl donors, such as methyl glycosides and 1-hydroxy sugars with nearly stoichiometric amounts of various alcohols (1.1 equiv) in an ionic liquid containing a protic acid (acid-IL) under reduced pressure conditions proceeded effectively to give the corresponding glycosides in good to high yields. Furthermore, the acid-IL could be reused for additional glycosylations without the loss of efficiency.

Original languageEnglish
Pages (from-to)6294-6297
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number48
DOIs
Publication statusPublished - 2010 Dec 1

Fingerprint

Glycosylation
Ionic Liquids
Glycosides
Pressure
Acids
Sugars
Alcohols

Keywords

  • Glycosylation
  • Green chemistry
  • Inactive sugar
  • Ionic liquids
  • Reduced pressure

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A novel glycosylation of inactive glycosyl donors using an ionic liquid containing a protic acid under reduced pressure conditions. / Kuroiwa, Yasutaka; Sekine, Maiko; Tomono, Satoshi; Takahashi, Daisuke; Toshima, Kazunobu.

In: Tetrahedron Letters, Vol. 51, No. 48, 01.12.2010, p. 6294-6297.

Research output: Contribution to journalArticle

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