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Reaction of acetylated 1,4-naphthoquinone thioglucosides with nucleophilic reagents

  • Chemistry of Natural Compounds and Bioorganic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Acetylated thioglucosides of the 1,4-naphthoquinone series readily undergo heterocyclization into linear tetracyclic 2,3-(2′-oxy-β-D-glucopyranosyl-1′-thio)-1,4-naphtho-quinone under the action of McONa/MeOH. The treatment of these thioglucosides with NH3/MeOH affords 2-amino-3-(giucopyranosyl-1′-thio)-1,4-naphthoquinone.

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Translated from Iz vestiya Akademii Nauk. Seriva Khimicheskava, No. 2, pp. 477–479, February, 1996

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Polonik, S.G., Tolkach, A.M. & Uvarova, N.I. Reaction of acetylated 1,4-naphthoquinone thioglucosides with nucleophilic reagents. Russ Chem Bull 45, 459–461 (1996). https://doi.org/10.1007/BF01433995

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  • DOI: https://doi.org/10.1007/BF01433995

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