The synthesis of ventiloquinone L, the monomer of cardinalin 3 |
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| Authors: | Mmutlane Edwin M Michael Joseph P Green Ivan R De Koning Charles B |
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| Institution: | Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050, South Africa. |
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| Abstract: | Readily available ethyl-4-acetoxy-6,8-dimethoxynaphthalene-2-carboxylate was converted into 1-3-allyl-4-(benzyloxy)-6,8-dimethoxy-2-naphthyl)-1-ethanol in seven steps. Subjection of this compound to Wacker oxidation conditions provided 5-benzyloxy-7,9-dimethoxy-1,3-dimethyl-1H-benzog]isochromene in good yield. Hydrogenation of the isochromene afforded (+/-)-cis-7,9-dimethoxy-1,3-dimethyl-1H-benzog]isochroman-5-ol as the major product, which was readily converted into ventiloquinone L. |
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