Direct synthesis of 1,6-anhydro sugars from unprotected glycopyranoses by using 2-chloro-1,3-dimethylimidazolinium chloride

Tomonari Tanaka; Wei Chun Huang; Masato Noguchi; Atsushi Kobayashi; Shin ichiro Shoda

doi:10.1016/j.tetlet.2009.02.171

Direct synthesis of 1,6-anhydro sugars from unprotected glycopyranoses by using 2-chloro-1,3-dimethylimidazolinium chloride

Tomonari Tanaka, Wei Chun Huang, Masato Noguchi, Atsushi Kobayashi, Shin ichiro Shoda

ENG - Biomolecular Engineering

Research output: Contribution to journal › Article › peer-review

64 Citations (Scopus)

Abstract

Various 1,6-anhydro sugars have been synthesized directly from the corresponding unprotected glycopyranoses in excellent yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a dehydrative condensing agent. The reactions took place smoothly under mild reaction conditions in aqueous media. The present method would be a practical tool for synthesis of 1,6-anhydro derivatives of monosaccharides, linear-oligosaccharides, and branched-oligosaccharides.

Original language	English
Pages (from-to)	2154-2157
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	18
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.171
Publication status	Published - 2009 May 6

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "Various 1,6-anhydro sugars have been synthesized directly from the corresponding unprotected glycopyranoses in excellent yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a dehydrative condensing agent. The reactions took place smoothly under mild reaction conditions in aqueous media. The present method would be a practical tool for synthesis of 1,6-anhydro derivatives of monosaccharides, linear-oligosaccharides, and branched-oligosaccharides.",

author = "Tomonari Tanaka and Huang, {Wei Chun} and Masato Noguchi and Atsushi Kobayashi and Shoda, {Shin ichiro}",

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T1 - Direct synthesis of 1,6-anhydro sugars from unprotected glycopyranoses by using 2-chloro-1,3-dimethylimidazolinium chloride

AU - Tanaka, Tomonari

AU - Huang, Wei Chun

AU - Noguchi, Masato

AU - Kobayashi, Atsushi

AU - Shoda, Shin ichiro

PY - 2009/5/6

Y1 - 2009/5/6

N2 - Various 1,6-anhydro sugars have been synthesized directly from the corresponding unprotected glycopyranoses in excellent yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a dehydrative condensing agent. The reactions took place smoothly under mild reaction conditions in aqueous media. The present method would be a practical tool for synthesis of 1,6-anhydro derivatives of monosaccharides, linear-oligosaccharides, and branched-oligosaccharides.

AB - Various 1,6-anhydro sugars have been synthesized directly from the corresponding unprotected glycopyranoses in excellent yields by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a dehydrative condensing agent. The reactions took place smoothly under mild reaction conditions in aqueous media. The present method would be a practical tool for synthesis of 1,6-anhydro derivatives of monosaccharides, linear-oligosaccharides, and branched-oligosaccharides.

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JO - Tetrahedron Letters

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