A biomimetic synthesis of the biologically active ascidian metabolites thiaplidiaquinones A and B is described. Reaction of geranylbenzoquinone with Et(3)N in CH(2)Cl(2) yielded two isomeric quinones, comprising the benzo[c]chromene-7,10-dione core of the natural products. Subsequent reaction with hypotaurine yielded the title compounds and their dioxothiazino regioisomers.
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| http://dx.doi.org/10.1021/np300790g | DOI Listing |
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