Resolution of acyclic phosphine oxides with TADDOL- and tartaric acid derivatives

Bence Varga, Anna Csizovszky, Péter Bagi, E. Fogassy, G. Keglevich

Research output: Contribution to journalArticle

Abstract

The resolution methods previously developed for the enantioseparation of heterocyclic phosphine oxides were extended to dialkyl-aryl-, diaryl-alkyl- and triarylphosphine oxides. The resolution of the phosphine oxides were elaborated with TADDOL-derivatives or with the acidic Ca2+-salts of the (R,R)-O,O’-dibenzoyl- and (R,R)-O,O’-di-p-toluoyl-tartaric acid. The main parameters influencing the efficiency of the resolution procedures were also optimized. Moreover, a correlation was found between the efficiency of the resolution and molecular structure. In a few instances, the purification and the racemization possibilities of the enantiomeric mixtures were also investigated.

Original languageEnglish
JournalPhosphorus, Sulfur and Silicon and the Related Elements
DOIs
Publication statusPublished - Jan 1 2019

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Keywords

  • Acyclic phosphine oxides
  • optical resolution
  • P-stereogenic
  • TADDOL derivatives
  • tartaric acid derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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