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Total synthesis of the macrocyclic antibiotic (±)-pyrenophorin
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1976
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Medicinal ChemistryNatural Product SynthesisEngineeringHeterocyclicNatural SciencesTotal SynthesisOrganic ChemistryLactonising ReagentSynthetic ChemistryChemistryHeterocycle ChemistryPharmacologyMacrocyclic Antibiotic PyrenophorinBiomolecular EngineeringDrug Resistance
The total synthesis of the macrocyclic antibiotic pyrenophorin (8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetraone)(16) is described, involving the use of the 2-(p-tolylsulphonyl)ethyl ester as a selectively removable protecting group for the carboxy-function, and di-imidazol-1-yl ketone as a lactonising reagent.