Direct Transformation of Unprotected Sugars to Aryl 1-Thio-β-glycosides in Aqueous Media Using 2-Chloro-1,3-dimethylimidazolinium Chloride

Aryl 1-thioglycosides have directly been synthesized in good yields from the corresponding unprotected sugars and thiols without protection of the hydroxy groups by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as dehydrative condensing agent. The reaction proceeded in a mixed solvent of w...

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Veröffentlicht in:Chemistry letters 2009-05, Vol.38 (5), p.458-459
Hauptverfasser: Tanaka, Tomonari, Matsumoto, Takeshi, Noguchi, Masato, Kobayashi, Atsushi, Shoda, Shin-ichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Aryl 1-thioglycosides have directly been synthesized in good yields from the corresponding unprotected sugars and thiols without protection of the hydroxy groups by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as dehydrative condensing agent. The reaction proceeded in a mixed solvent of water and acetonitrile under mild reaction conditions, leading to the predominant formation of β-anomers.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2009.458