Intramolecular ring-opening reactions of 1-(2-methoxypheny1)-6-oxabicyclo[3.2.0]heptanes: spirocyclic dihydrobenzofurans from fused bicyclic oxetanes

Richard J. Boxall, Richard S. Grainger, Caterina S. Arico, Leigh Ferris

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Treatment of fused oxetanes with Et2AlCl, TMSCl, acetyl chloride, or ethereal hydrochloric acid leads to the formation of spirocyclic dihydrobenzofurans through intramolecular attack of an oxygen atom of a proximal phenolic methyl ether.
Original languageEnglish
Pages (from-to)25-28
Number of pages4
JournalSynlett
Volume2008
Issue number1
Early online date3 Dec 2007
DOIs
Publication statusPublished - Jan 2008

Keywords

  • Lewis acids
  • heterocycles
  • neighboring-group effects
  • cyclizations
  • spiro compounds

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