Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters

We herein report an ammonium salt‐catalyzed protocol for the regioselective ring opening of aryl‐aziridines with β‐keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereogenic centers and can be rendered enantioselective (up to e.r. =...

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Detalles Bibliográficos
Autores principales: Haider, Victoria, Kreuzer, Viktoria, Tiffner, Maximilian, Spingler, Bernhard, Waser, Mario
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7508174/
https://www.ncbi.nlm.nih.gov/pubmed/32982577
http://dx.doi.org/10.1002/ejoc.202000916
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author Haider, Victoria
Kreuzer, Viktoria
Tiffner, Maximilian
Spingler, Bernhard
Waser, Mario
author_facet Haider, Victoria
Kreuzer, Viktoria
Tiffner, Maximilian
Spingler, Bernhard
Waser, Mario
author_sort Haider, Victoria
collection PubMed
description We herein report an ammonium salt‐catalyzed protocol for the regioselective ring opening of aryl‐aziridines with β‐keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereogenic centers and can be rendered enantioselective (up to e.r. = 91:9) by using bifunctional chiral ammonium salt catalysts.
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spelling pubmed-75081742020-09-25 Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters Haider, Victoria Kreuzer, Viktoria Tiffner, Maximilian Spingler, Bernhard Waser, Mario European J Org Chem Full Papers We herein report an ammonium salt‐catalyzed protocol for the regioselective ring opening of aryl‐aziridines with β‐keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereogenic centers and can be rendered enantioselective (up to e.r. = 91:9) by using bifunctional chiral ammonium salt catalysts. John Wiley and Sons Inc. 2020-08-10 2020-08-31 /pmc/articles/PMC7508174/ /pubmed/32982577 http://dx.doi.org/10.1002/ejoc.202000916 Text en © 2020 The Authors published by Wiley‐VCH GmbH 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 Full Papers
Haider, Victoria
Kreuzer, Viktoria
Tiffner, Maximilian
Spingler, Bernhard
Waser, Mario
Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title_full Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title_fullStr Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title_full_unstemmed Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title_short Ammonium Salt‐Catalyzed Ring‐Opening of Aryl‐Aziridines with β‐Keto Esters
title_sort ammonium salt‐catalyzed ring‐opening of aryl‐aziridines with β‐keto esters
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7508174/
https://www.ncbi.nlm.nih.gov/pubmed/32982577
http://dx.doi.org/10.1002/ejoc.202000916
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