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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Main Authors: Satoru Matsukawa, Yasutaka Mouri
Format: Article
Language:English
Published: MDPI AG 2015-10-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/10/18482
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author Satoru Matsukawa
Yasutaka Mouri
author_facet Satoru Matsukawa
Yasutaka Mouri
author_sort Satoru Matsukawa
collection DOAJ
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 doaj.art-5fcb08f58aa24507b4682c0ac76f25cb2022-12-22T01:23:53ZengMDPI AGMolecules1420-30492015-10-012010184821849510.3390/molecules201018482molecules201018482A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a CatalystSatoru Matsukawa0Yasutaka Mouri1Department of Science Education, Faculty of Education, Ibaraki University, Ibaraki 310-8512, JapanDepartment of Science Education, Faculty of Education, Ibaraki University, Ibaraki 310-8512, JapanThe 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.http://www.mdpi.com/1420-3049/20/10/18482organocatalystbasecatalystpolymercatalystguanidineaziridineamino alcohols
spellingShingle Satoru Matsukawa
Yasutaka Mouri
A Mild and Regioselective Ring-Opening of Aziridines with Acid Anhydride Using TBD or PS-TBD as a Catalyst
Molecules
organocatalyst
basecatalyst
polymercatalyst
guanidine
aziridine
amino alcohols
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 organocatalyst
basecatalyst
polymercatalyst
guanidine
aziridine
amino alcohols
url http://www.mdpi.com/1420-3049/20/10/18482
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AT satorumatsukawa mildandregioselectiveringopeningofaziridineswithacidanhydrideusingtbdorpstbdasacatalyst
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