Organocatalytic Lewis base functionalisation of carboxylic acids, esters and anhydrides via C1-ammonium or azolium enolates

Louis C. Morrill, Andrew D. Smith*

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

159 Citations (Scopus)
1 Downloads (Pure)

Abstract

This tutorial review highlights the organocatalytic Lewis base functionalisation of carboxylic acids, esters and anhydrides via C1-ammonium/azolium enolates. The generation and synthetic utility of these powerful intermediates is highlighted through their application in various methodologies including aldol-lactonisations, Michael-lactonisations/lactamisations and [2,3]-rearrangements.

Original languageEnglish
Pages (from-to)6214-6226
Number of pages13
JournalChemical Society Reviews
Volume43
Issue number17
Early online date28 May 2014
DOIs
Publication statusPublished - 7 Sept 2014

Keywords

  • Bicyclic-Beta-Lactones
  • Catalyzed Aldol-Lactonization
  • Promoted Bis-Cyclizations
  • One-Pot Synthesis
  • Asymmetric-Synthesis
  • Dyotropic Rearrangements
  • Ncal Reactions
  • Keto Acids
  • Activation
  • Derivatives

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