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N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling

The ability to conduct N‐heterocyclic carbene‐catalysed acyl anion chemistry under ball‐milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular‐benzoin, intramolecular‐benzoin, intermolecular‐Stetter and intramolecular‐Stetter react...

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Detalles Bibliográficos
Autores principales: Nicholson, William I., Seastram, Alex C., Iqbal, Saqib A., Reed‐Berendt, Benjamin G., Morrill, Louis C., Browne, Duncan L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6972762/
https://www.ncbi.nlm.nih.gov/pubmed/31774627
http://dx.doi.org/10.1002/cssc.201902346
Descripción
Sumario:The ability to conduct N‐heterocyclic carbene‐catalysed acyl anion chemistry under ball‐milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular‐benzoin, intramolecular‐benzoin, intermolecular‐Stetter and intramolecular‐Stetter reactions including asymmetric examples and demonstrates that this mode of mechanistically complex organocatalytic reaction can operate under solvent‐minimised conditions.