Issue 17, 2014

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

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.

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

Article information

Article type
Tutorial Review
Submitted
23 Jan 2014
First published
28 May 2014
This article is Open Access
Creative Commons BY license

Chem. Soc. Rev., 2014,43, 6214-6226

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

L. C. Morrill and A. D. Smith, Chem. Soc. Rev., 2014, 43, 6214 DOI: 10.1039/C4CS00042K

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