A New class of tröger's base analogues bearing spiro[4.5] lactone straps

Andrew B. Mahon, Donald C. Craig, Andrew C. Try

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A protocol for the introduction of spiro[4.5] lactone straps onto the Troger's base scaffold has been developed. The conversion was found to be most efficient when an appropriate carboxylic acid derivative reacted with 5,6,11,12-tetrahydrodiben- zo[bf][1,5]diazocines. Whilst phthaloyl dichloride was the main strap-forming precursor used, other 1,2-unsaturated dicarboxylic acids could be used in the presence of N-N'-dicyclohexylcarbodiimide.

Original languageEnglish
Pages (from-to)636-642
Number of pages7
JournalSynthesis
Issue number4
DOIs
Publication statusPublished - 2009

Keywords

  • Tröger’s base
  • lactones
  • amines
  • cyclization
  • spiro compounds

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