Gold(I)-catalysed cyclisation of alkynoic acids: towards an efficient and eco-friendly synthesis of γ-, δ- and ϵ-lactones

Danila Gasperini, Lorenzo Maggi, Stéphanie Dupuy, Richard M. P. Veenboer, David B. Cordes, Alexandra M. Z. Slawin, Steven P. Nolan

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

The improved synthesis of γ-, δ- and ϵ-lactones using a dinuclear N-heterocyclic carbene (NHC)-gold(I) catalyst is reported. This solvent-free process provides access to γ- and δ-lactones in high regio- and stereoselectivity. Reactions were performed at low catalyst loadings and without the need for any additives. The use of a digold pre-catalyst provides a new synthetic route to functionalised ϵ-lactones, poorly accessible using previous methodologies.
Original languageEnglish
Pages (from-to)3857–3862
JournalAdvanced Synthesis & Catalysis
Volume358
Issue number23
Early online date23 Nov 2016
DOIs
Publication statusPublished - 7 Dec 2016

Keywords

  • Gold catalysis
  • Lactones
  • Low catalyst loading
  • N-Heterocyclic carbenes
  • Solvent-free conditions

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