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Silver(I)-Catalyzed Regioselective Construction of Highly Substituted α‑Naphthols and Its Application toward Expeditious Synthesis of Lignan Natural Products

By Gunaganti Naresh (1667257), Ruchir Kant (1433839) and Tadigoppula Narender (1667254)


A novel route has been developed for regioselective synthesis of highly substituted α-naphthols, binaphthols, and anthracenol through silver­(I) catalyzed C­(sp<sup>3</sup>)–H/C­(sp)–H, C­(sp<sup>2</sup>)–H/C­(sp)–H functionalization of β-ketoesters and alkynes, respectively, in a single step using water as a solvent. This protocol exhibited broad substrate scope and paved the way for synthesis of anticancer arylnaphthalene lignan natural products such as diphyllin, taiwanin E, and justicidin A with excellent selectivity

Topics: Biophysics, Biochemistry, Molecular Biology, Evolutionary Biology, Ecology, Hematology, Plant Biology, Computational Biology, Environmental Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, Regioselective, naphthol, ketoester, Application, justicidin, Construction, anticancer arylnaphthalene lignan, selectivity, regioselective synthesis, Substituted, functionalization, anthracenol, Expeditious Synthesis, Naphthol, binaphthol, taiwanin E, substrate scope, diphyllin, Lignan Natural ProductsA novel route, alkyne
Year: 2015
DOI identifier: 10.1021/acs.orglett.5b01477.s003
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Provided by: FigShare
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