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A Convenient One-Pot Preparation of Disubstituted Phosphinic Acids Derived from Simple Amino Acids and Proline
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1995
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Derivative (Chemistry)EngineeringBiochemistryNatural SciencesConvenient One-pot Preparation1-Pyrroline TrimerOrganic ChemistryPeptide SynthesisChemistryMichael Addition ReactionNatural Product SynthesisSimple Amino AcidsChemical DerivativeSynthetic ChemistryBiomolecular EngineeringFacile Method
A facile method for the preparation of both 2-pyrrolidinyl-substituted phosphinic acids and 1-aminoalkylphosphinic acids is described. Reaction of 1-pyrroline trimer or N-tritylalkanamine with bis(trimethylsilyl)phosphonite, followed by silylation with N,O-bis(trimethylsilyl)acetamide gives an intermediate which is used in a Michael addition reaction or an Arbuzov reaction.