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A new approach to spirosesquiterpenes of the acorane family
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1981
Year
Isomeric SpiroBioorganic ChemistryAcorane FamilyPhotochemistryBiochemistryLewis AcidNatural SciencesHeterocyclicMechanistic PhotochemistrySecondary MetaboliteOrganic ChemistryNoracorenone SystemStereoselective SynthesisChemistryPhytochemistryPharmacologyPharmaceutical ChemistryEnantioselective Synthesis
Intramolecular [2 + 2] photocycloaddition of 3-(1,5-dimethylhex-4-enyl)cyclohex-2-enone leads to a major intermediate which can be converted into the noracorenone system (5), via a Norrish type II fission; Lewis acid (Ag+) treatment of the isopropenyl group transformed (5) into the isomeric spiro[4.5]decane system (7)