Abstract <p>Juglone selectively adds tetra-<i>O</i>-acetyl-1-thio-D-glucopyranose at the 3-position of the naphtho­quinone. Acetylation of the 5-OH group of juglone directs the addition of acetylthioglucose to the 2-position. Deacetylation of the addition products with hydrogen chloride in methanol afforded juglone-2- and 3-thioglucosides.</p>

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Regioselective Synthesis of 5-Hydroxy-1,4-Naphthoquinone (Juglone) Thioglucosides

  • S. G. Polonik,
  • K. A. Drozdov,
  • R. S. Popov,
  • Yu. E. Sabutski

摘要

Abstract

Juglone selectively adds tetra-O-acetyl-1-thio-D-glucopyranose at the 3-position of the naphtho­quinone. Acetylation of the 5-OH group of juglone directs the addition of acetylthioglucose to the 2-position. Deacetylation of the addition products with hydrogen chloride in methanol afforded juglone-2- and 3-thioglucosides.