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

✍ Scribed by Tomonari Tanaka; Wei Chun Huang; Masato Noguchi; Atsushi Kobayashi; Shin-ichiro Shoda

Book ID: 104096358
Publisher: Elsevier Science
Year: 2009
Tongue: French
Weight: 227 KB
Volume: 50
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2009.02.171

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✦ Synopsis

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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