Synthesis of Juglone and its Derivatives
Juglone (1), plumbagin (2) and isoplumbagin (3) were synthesized from the natural product 4,8-dihydroxy naphthol-β-D-glucoside (4) which existed large amount in barks of Juglans mandshurica. Juglone was achieved directly by deglycosylation catalyzing with CAS in 78 % yield. Plumbagin was synthesized by five steps with an overall yield of 22 %. Isoplumbagin was synthesized by six steps in 24 % yield.
J. L. Wang et al., "Synthesis of Juglone and its Derivatives", Applied Mechanics and Materials, Vols. 138-139, pp. 1139-1141, 2012