Synthesis of Shikalkin (±Shikonin) and Related Compounds

…, Y Tanoue, A Hatada, H Sakamoto

Index: Terada; Tanoue; Hatada; Sakamoto Bulletin of the Chemical Society of Japan, 1987 ,  vol. 60,  # 1  p. 205 - 213

Full Text: HTML

Citation Number: 75

Abstract

The key intermediate, 2-formyl-1, 4, 5, 8-tetramethoxynaphthalene, was prepared through 1, 4, 5, 8-tetramethoxynaphthalene, which was obtained from 1, 5-naphthalenediol via three steps or from naphthazarin via one step. A total synthesis of shikalkin and dihydroshikalkin have been accomplished with this aldehyde via a side-chain introductions with Grignard reactions and the following demethylations.