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α,β-Unsaturated acyl ammonium species as reactive intermediates in organocatalysis: an update

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Author(s)

Jacqueline Bitai, Matthew Westwood, Andrew D. Smith

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Abstract

α,β-Unsaturated acyl ammonium species are versatile intermediates that have been applied in a variety of transformations including Michael additions, domino reactions and cycloadditions. Many of these transformations are promoted by chiral Lewis base catalysts, enabling the rapid generation of molecular complexity with high stereochemical control. This review highlights recent developments in the generation and application of α,β-unsaturated acyl ammonium intermediates reported since a previous review of this area in 2016. Particular emphasis will be placed on reports providing mechanistic insight into catalytic transformations and observed selectivities. A perspective on current challenges and potential future developments in the field of α,β-unsaturated acyl ammonium catalysis is also provided.
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Original languageEnglish
Number of pages19
JournalOrganic & Biomolecular Chemistry
VolumeAdvance Article
Early online date1 Mar 2021
DOIs
Publication statusE-pub ahead of print - 1 Mar 2021

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