Synthesis and resolution of naphthyl-Troger's base

Emília Tálas, József Margitfalvi, Daisy Machytka, Mátyás Czugler

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34 Citations (Scopus)

Abstract

A naphthyl analogue of Troger's base {8H,16H-7,15- methanodinaphtho[2,1-b][2',1'-f][1,5]-diazocine (NTB)} was prepared and successfully resolved using (-), and (+)-di-p-toluoyl-tartaric acid. Enantiomers obtained show extremely high specific rotations related to: (i) the rigid [1,5]-diazocine skeleton with molecular asymmetry and (ii) the presence of condensed aromatic rings, similar to helicenes.

Original languageEnglish
Pages (from-to)4151-4156
Number of pages6
JournalTetrahedron Asymmetry
Volume9
Issue number23
DOIs
Publication statusPublished - Dec 11 1998

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ASJC Scopus subject areas

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

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