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Synthesis of functionalized organophosphorus analogs of α- and β-alanine

  • Yu. N. Bubnov,
  • A. A. Prishchenko,
  • M. V. Livantsov,
  • O. P. Novikova,
  • L. I. Livantsova,
  • S. V. Baranin

摘要

Convenient syntheses of organophosphorus analogs of α- and β-alanine containing functionalized phosphonous and phosphinic acid moieties based on readily available trimethylsilyl esters of trivalent phosphorus acids have been developed. Nucleophilic addition of bis(trimethylsiloxy)phosphine to trimethylsilyl acrylates or α-(acetylamino)-acrylates proceeds regioselectively to give [2-(trimethylsiloxycarbonyl)ethyl]phosphonites, the subsequent functionalization of which affords various derivatives of the target acids. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.