Synthesis and utilization of optically active α-aminophosphonate derivatives by Kabachnik-Fields reaction

Erika Bálint, Ádám Tajti, Dorottya Kalocsai, Béla Mátravölgyi, Konstantin Karaghiosoff, M. Czugler, G. Keglevich

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

(S)-α-Phenylethylamine was used in the microwave-assisted Kabachnik-Fields condensation with paraformaldehyde and >P(O)H species, such as dialkyl phosphites, ethyl phenyl-H-phosphinate and diphenylphosphine oxide to provide optically active α-aminophosphonates, α-aminophosphinate and α-aminophosphine oxide, or using a two equivalent quantity of paraformaldehyde and (RO)2P(O)H or Ph2P(O)H, bis(phosphonomethyl)amines and bis(phosphinoylmethyl)amine, respectively. The bis(phosphinoylmethyl)amine served as a precursor for an optically active bidentate P-ligand in the synthesis of a chiral platinum complex.

Original languageEnglish
Pages (from-to)5659-5667
Number of pages9
JournalTetrahedron
Volume73
Issue number38
DOIs
Publication statusPublished - Sep 21 2017

Keywords

  • (S)-α-Phenylethylamine
  • Kabachnik-Fields reaction
  • Optically active α-aminophosphine oxides
  • Optically active α-aminophosphonates
  • Platinum complex

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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