Organic Letters · 2011 · 52 citations · 31 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisMacrocycle SynthesisNatural Product Drug DiscoveryOrganic SynthesisRetrosynthetic AnalysisTerpenoid BiosynthesisBiological Evaluation ReportNatural Product Total SynthesisRing-forming ReactionsTotal Synthesis-derived Analogues
An effective total synthesis of (-)-9-deoxy-englerin (4), an analogue of the natural guaiane sesquiterpene englerin A (1), has been achieved. The synthesis features a transannular epoxide opening to construct the 5,7-fused ring system followed by transannular ether formation with mercury(II) trifluoroacetate.
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Kazuaki Ishihara, Manabu Kubota, Hideki Kurihara et al. · The Journal of Organic Chemistry · 1996 · 429 citations