Synthesis of shikalkin (.+-.shikonin) and related compounds.

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  • Synthesis of Shikalkin (±Shikonin) and Related Compounds

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.

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