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...

Descripción completa

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:
Communications
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
_version_ 1783489901479591936
author Nicholson, William I.
Seastram, Alex C.
Iqbal, Saqib A.
Reed‐Berendt, Benjamin G.
Morrill, Louis C.
Browne, Duncan L.
author_facet Nicholson, William I.
Seastram, Alex C.
Iqbal, Saqib A.
Reed‐Berendt, Benjamin G.
Morrill, Louis C.
Browne, Duncan L.
author_sort Nicholson, William I.
collection PubMed
description 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.
format Online
Article
Text
id pubmed-6972762
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-69727622020-01-27 N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling Nicholson, William I. Seastram, Alex C. Iqbal, Saqib A. Reed‐Berendt, Benjamin G. Morrill, Louis C. Browne, Duncan L. ChemSusChem Communications 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. John Wiley and Sons Inc. 2019-11-27 2020-01-09 /pmc/articles/PMC6972762/ /pubmed/31774627 http://dx.doi.org/10.1002/cssc.201902346 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Nicholson, William I.
Seastram, Alex C.
Iqbal, Saqib A.
Reed‐Berendt, Benjamin G.
Morrill, Louis C.
Browne, Duncan L.
N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title_full N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title_fullStr N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title_full_unstemmed N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title_short N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
title_sort n‐heterocyclic carbene acyl anion organocatalysis by ball‐milling
topic Communications
url 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
work_keys_str_mv AT nicholsonwilliami nheterocycliccarbeneacylanionorganocatalysisbyballmilling
AT seastramalexc nheterocycliccarbeneacylanionorganocatalysisbyballmilling
AT iqbalsaqiba nheterocycliccarbeneacylanionorganocatalysisbyballmilling
AT reedberendtbenjaming nheterocycliccarbeneacylanionorganocatalysisbyballmilling
AT morrilllouisc nheterocycliccarbeneacylanionorganocatalysisbyballmilling
AT browneduncanl nheterocycliccarbeneacylanionorganocatalysisbyballmilling

Ejemplares similares