Synthesis and resolution of 4,4,6,6-tetramethyl-4H,6H-pyrrolo[1,2-a][4,1] benzoxazepine-1,10-dicarboxylic acid

Ferenc Faigl, Béla Mátravölgyi, Zsuzsanna Erdélyi, Krisztina Pál, Dóra Hessz, Miklós Kubinyi

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Optimized consecutive regioselective dimetallation and carboxylation of 4,4,6,6-tetramethyl-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepine provided the corresponding dicarboxylic acid as a new, structurally rigid member of the atropisomeric 1-arylpyrrole family. Resolution of the new racemate was accomplished with several chiral bases and the absolute configurations of the pure enantiomers were determined by the combined application of ECD spectroscopy and quantum chemical calculations.

Original languageEnglish
Pages (from-to)2920-2924
Number of pages5
JournalTetrahedron Asymmetry
Volume21
Issue number24
DOIs
Publication statusPublished - Dec 20 2010

    Fingerprint

ASJC Scopus subject areas

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

Cite this