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