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Structure and synthesis of the phenanthrenes Tal and TaV from Tamus communis
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1978
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C-5 ProtonHeterocyclicPhotochemistryBiochemistryNatural SciencesMechanistic PhotochemistryChemical ShiftPhenanthrenes TalTamus CommunisSynthetic PhotochemistryOrganic ChemistryPhotochemical SynthesesChemistryHeterocycle ChemistryNatural Product SynthesisSynthetic Chemistry
Using photochemical syntheses, the structure of TaV has been confirmed as 2,5,6,7-tetramethoxy-1-phenanthrol, and the structure of Tal revised to 1,2-methylenedioxy-5,6,7-trimethoxyphenanthrene. The influence of certain substituents at C-4 on the chemical shift of the C-5 proton in phenanthrenes is demonstrated.