A versatile kinetic alkylation-ozonolysis route for the synthesis oflactones: Chiral γ-lactones and racemic δ-lactones

Niall W.A. Geraghty, Declan P. Costello

Research output: Contribution to a Journal (Peer & Non Peer)Articlepeer-review

2 Citations (Scopus)

Abstract

A robust and versatile kinetic alkylation-ozonolysis procedure, previously used for the synthesis of 2-alkyl-2-cyclopenten-1-ones and racemic γ-substituted-γ-lactones, has now been applied to the synthesis of chiral γ-substituted-γ-lactones and δ-substituted-δ- lactones. In addition to the synthesis of lactones with simple alkyl substituents, the method allows terminal ester and halogen groups, and an alkyne bond to be incorporated into the side chain.

Original languageEnglish
Pages (from-to)200-215
Number of pages16
JournalArkivoc
Volume2003
Issue number7
Publication statusPublished - 2003

Keywords

  • δ-substituted-δ-lactones
  • Chiral γ-substituted-γ- lactones
  • Kinetic alkylation
  • Ozonolysis
  • Synthesis

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