Formation of Four-membered rings Using the Intramolecular Wittig Reaction: Convenient Generation of Functionalised Butadienes

Robert Alan Aitken, ME Balkovich, HJ Bestmann, O Clem, Scott Gibson, T Röder

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Flash vacuum pyrolysis of the stable ylides 5, readily available by conjugate addition of ylides 3 to alpha,beta-unsaturated ketones 4, results in an intramolecular Wittig reaction with the delta-carbonyl to give cyclobutenes which under the conditions involved undergo electrocyclic ring-opening to afford the synthetically useful 1,3-dienes 7.

Original languageEnglish
Pages (from-to)1235-1236
Number of pages2
JournalSynlett
Publication statusPublished - Aug 1999

Keywords

  • phosphorus ylides
  • Wittig reactions
  • flash pyrolysis
  • gas-phase chemistry
  • cycloadditions

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