Efficient synthesis and resolution of (±)-1-[2-carboxy-6-(trifluoromethyl)phenyl]pyrrole-2-carboxylic acid

Katalin Fogassy, Veronika Harmat, Zsolt Böcskei, Gábor Tárkányi, László Toke, Ferenc Faigl

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26 Citations (Scopus)

Abstract

A novel, efficient synthesis and resolution of (±)-1-[2-carboxy-6-(trifluoromethyl)-phenyl]pyrrole-2-carboxylic acid has been developed for the preparation of new members of optically active atropisomers. The e.e. values were determined by a highly sensitive 19F NMR spectroscopic method using β-cyclodextrin as chiral complexing agent. Single-crystal X-ray structures of the two diastereoisomeric salts and consequently, the absolute configurations of the enantiomers are also reported.

Original languageEnglish
Pages (from-to)4771-4780
Number of pages10
JournalTetrahedron Asymmetry
Volume11
Issue number23
DOIs
Publication statusPublished - Dec 1 2000

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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