Synthesis of functionalized organophosphorus analogs of β-phenylalanine

A convenient synthesis of organophosphorus analogs of β-phenylalanine containing functionalized 2-phenylethylphosphonous and 2-phenylethylphosphinic acid moieties has been developed. The radical addition of bis(trimethylsiloxy)phosphine to styrene, trimethylsilyl cinnamate, or arylacetylenes proceed...

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Veröffentlicht in:Russian chemical bulletin 2024-05, Vol.73 (5), p.1374-1385
Hauptverfasser: Bubnov, Yu. N., Prishchenko, A. A., Livantsov, M. V., Novikova, O. P., Livantsova, L. I., Baranin, S. V.
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Sprache:eng
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Zusammenfassung:A convenient synthesis of organophosphorus analogs of β-phenylalanine containing functionalized 2-phenylethylphosphonous and 2-phenylethylphosphinic acid moieties has been developed. The radical addition of bis(trimethylsiloxy)phosphine to styrene, trimethylsilyl cinnamate, or arylacetylenes proceeds regioselectively to give a variety of substituted 2-phenylethylphosphonites, and the subsequent functionalization affords various derivatives of the target acids. The resulting compounds are of interest as promising biologically active compounds and water-soluble ligands.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-024-4255-1