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An Increased Understanding of Enolate Additions under Mechanochemical Conditions

Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium tert-butoxide as the...

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Detalles Bibliográficos
Autores principales: Hopgood, Heather, Mack, James
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154340/
https://www.ncbi.nlm.nih.gov/pubmed/28448450
http://dx.doi.org/10.3390/molecules22050696
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author Hopgood, Heather
Mack, James
author_facet Hopgood, Heather
Mack, James
author_sort Hopgood, Heather
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description Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium tert-butoxide as the base and primary, secondary, and tertiary electrophiles, we were able to generate various enolate addition products including, 1,3,3,3-tetraphenyl-2,2-dimethyl-1-propanone; a molecule we did not observe under traditional solution-based conditions.
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spelling pubmed-61543402018-11-13 An Increased Understanding of Enolate Additions under Mechanochemical Conditions Hopgood, Heather Mack, James Molecules Article Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium tert-butoxide as the base and primary, secondary, and tertiary electrophiles, we were able to generate various enolate addition products including, 1,3,3,3-tetraphenyl-2,2-dimethyl-1-propanone; a molecule we did not observe under traditional solution-based conditions. MDPI 2017-04-27 /pmc/articles/PMC6154340/ /pubmed/28448450 http://dx.doi.org/10.3390/molecules22050696 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Hopgood, Heather
Mack, James
An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title_full An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title_fullStr An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title_full_unstemmed An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title_short An Increased Understanding of Enolate Additions under Mechanochemical Conditions
title_sort increased understanding of enolate additions under mechanochemical conditions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154340/
https://www.ncbi.nlm.nih.gov/pubmed/28448450
http://dx.doi.org/10.3390/molecules22050696
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