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Differentiation of bacteriochlorin and isobacteriochlorin formation by metallation. High yield synthesis of porphyrindiones via OsO4 oxidation
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1986
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High Yield SynthesisBioorganic ChemistryEngineeringChemical TransformationMolecular BiologyOrganic ChemistryChemistryZinc OxochlorinsChemical EngineeringBiosynthesisBaem D1-like PorphyrindionesBioorganometallic ChemistryBiological Inorganic ChemistryFree Base PorphyrinonesBiochemistryOso4 OxidationNatural SciencesIsobacteriochlorin FormationDeoxygenation
Zinc oxochlorins (porphyrinones) react with osmium tetroxide to give exclusively adjacent-ring saturated isobacteriochlorins without any bacteriochlorins that would normally arise from such a reaction with free base porphyrinones; the diols can be converted into the baem d1-like porphyrindiones.