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

doi:10.1016/j.tetlet.2010.09.108

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

Department of Applied Chemistry

Research output: Contribution to journal › Article

12 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 language	English
Pages (from-to)	6294-6297
Number of pages	4
Journal	Tetrahedron Letters
Volume	51
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2010.09.108
Publication status	Published - 2010 Dec 1

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Keywords

Glycosylation
Green chemistry
Inactive sugar
Ionic liquids
Reduced pressure

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Cite this

Kuroiwa, Y., Sekine, M., Tomono, S., Takahashi, D., & Toshima, K. (2010). A novel glycosylation of inactive glycosyl donors using an ionic liquid containing a protic acid under reduced pressure conditions. Tetrahedron Letters, 51(48), 6294-6297. https://doi.org/10.1016/j.tetlet.2010.09.108

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AU - Toshima, Kazunobu

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10.1016/j.tetlet.2010.09.108