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Dihydropyridines in synthesis and biosynthesis. I. Secodine and precursors of dehydrosecodine
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1979
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Combinatorial ChemistryBioorganic ChemistryEngineeringMolecular BiologyOrganic ChemistryChemistryChemical BiologyChemical DerivativeMedicinal ChemistryBiosynthesisStereoselective SynthesisBiochemistryNatural Product SynthesisPotential PrecursorsI. SecodineNatural Sciences1,6-Dihydropyridine CompoundsDerivative (Chemistry)Synthetic ChemistryPyridinium Salts
A synthesis of 16,17-dihydrosecodin-17-ol and of secodine is described. Various indole derivatives were elaborated to a series of pyridinium salts, potential precursors for 1,2- and 1,6-dihydropyridine compounds exemplifying the proposed biointermediate 'dehydrosecodine.'