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

2014; Royal Society of Chemistry; Volume: 43; Issue: 17 Linguagem: Inglês

10.1039/c4cs00042k

1460-4744

Louis C. Morrill, Andrew D. Smith,

Synthetic Organic Chemistry Methods

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.