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A New Synthesis of 1-<i>n</i>-Alkyl-3,5-dimethoxybenzenes (Olivetol Dimethyl Ether and Homologs)
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1989
Year
Olivetol Dimethyl EtherEnantioselective SynthesisDiversity Oriented SynthesisNatural SciencesMedicineDiversity-oriented SynthesisRegioselective DemethoxylationOrganic ChemistryChemistryCheap 3,4,5-Trimethoxybenzoic AcidHeterocycle ChemistryPharmacologyUseful IntermediatesSynthetic ChemistryBiomolecular EngineeringDrug DiscoveryNatural Product Synthesis
An efficient method is reported for the synthesis of 1-n-alkyl-3,5-dimethoxybenzenes, useful intermediates in the synthesis of cannabinoids, from the readily available and cheap 3,4,5-trimethoxybenzoic acid. The key step is the electron-transfer induced highly regioselective demethoxylation of 1-n-alkyl-3,4,5-trimethoxybenzenes.