A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst

The ring-opening of N-tosylaziridines with various acid anhydrides catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-amino esters in excellent yields under mild reaction conditions. Polymer-supported catalyst, PS-TBD also acts as a good catalyst for this...

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Detalles Bibliográficos
Autores principales: Matsukawa, Satoru, Mouri, Yasutaka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332191/
https://www.ncbi.nlm.nih.gov/pubmed/26473813
http://dx.doi.org/10.3390/molecules201018482
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author Matsukawa, Satoru
Mouri, Yasutaka
author_facet Matsukawa, Satoru
Mouri, Yasutaka
author_sort Matsukawa, Satoru
collection PubMed
description The ring-opening of N-tosylaziridines with various acid anhydrides catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-amino esters in excellent yields under mild reaction conditions. Polymer-supported catalyst, PS-TBD also acts as a good catalyst for this reaction. PS-TBD was easily recovered and reused with minimal loss of activity.
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spelling pubmed-63321912019-01-24 A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst Matsukawa, Satoru Mouri, Yasutaka Molecules Article The ring-opening of N-tosylaziridines with various acid anhydrides catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-amino esters in excellent yields under mild reaction conditions. Polymer-supported catalyst, PS-TBD also acts as a good catalyst for this reaction. PS-TBD was easily recovered and reused with minimal loss of activity. MDPI 2015-10-09 /pmc/articles/PMC6332191/ /pubmed/26473813 http://dx.doi.org/10.3390/molecules201018482 Text en © 2015 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 license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Matsukawa, Satoru
Mouri, Yasutaka
A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title_full A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title_fullStr A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title_full_unstemmed A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title_short A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
title_sort mild and regioselective ring-opening of aziridines with acid anhydride using tbd or ps-tbd as a catalyst
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332191/
https://www.ncbi.nlm.nih.gov/pubmed/26473813
http://dx.doi.org/10.3390/molecules201018482
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