Recent advances in the catalytic generation of N-acyliminium ions and subsequent applications
Ashley J. Basson, Mark McLaughlin
Abstract
N-acyliminium ions are highly electrophilic reactive intermediates which allow functionalization α to an amide or carbamate. Traditionally accessed using stoichiometric quantities, catalytic generation continually offers greater control and selectivity. This review provides an overview of the most recent advancements in catalytic access to N-acyliminium ions using Brønsted acid, Lewis acid, photoredox and redox mediated pathways.
Topics & Concepts
ChemistryElectrophileCatalysisLewis acids and basesCombinatorial chemistrySelectivityAmideSurface modificationReactive intermediateIonOrganic chemistryPhysical chemistryChemical Synthesis and AnalysisAdvanced Synthetic Organic ChemistryChemical synthesis and alkaloids