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Intramolecular nucleophilic addition to photochemically generated ketenes as a versatile route to lactones and lactams; synthesis of a mosquito pheromone, goniothalamin, argentilactone, and the Streptomyces L-factor
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1989
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Key StepBiosynthesisBioorganic ChemistryStreptomyces L-factorBiochemistryEngineeringNatural SciencesDiversity-oriented SynthesisNatural Product BiosynthesisOrganic ChemistryChemistryVersatile RouteIntramolecular Nucleophilic AdditionNatural Product SynthesisSynthetic ChemistryBiomolecular EngineeringMosquito Pheromone
Photolysis of hydroxy-, dihydroxy- and amino-bicyclo[n.2.0]alkanones has been used as the key step in the synthesis of naturally occurring lactones including a mosquito pheromone, goniothalamin, argentilactone, and the Streptomyces L-factor, and of a γ-lactam.