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Ortho-lithiation of phenols using the bis(dimethylamino)phosphoryl group as a directing group.
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1989
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BiosynthesisEngineeringBiochemistryNatural SciencesOrtho-substituted PhosphatesPhosphorescencePhosphoryl GroupOrganic ChemistryChemistryOrtho-lithiated SpeciesChemical BiologyProtein PhosphorylationBiomolecular EngineeringAryl Tetramethylphosphorodiamidates
Aryl tetramethylphosphorodiamidates were effectively lithiated with sec-BuLi at -105°C to give ortho-lithiated species which provide ortho-substituted phosphates by treatment with a variety of electrophiles.