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Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables t...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9311413/ https://www.ncbi.nlm.nih.gov/pubmed/35103377 http://dx.doi.org/10.1002/anie.202115435 |
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author | Hsu, Che‐Sheng Gonçalves, Carlos R. Tona, Veronica Pons, Amandine Kaiser, Marcel Maulide, Nuno |
author_facet | Hsu, Che‐Sheng Gonçalves, Carlos R. Tona, Veronica Pons, Amandine Kaiser, Marcel Maulide, Nuno |
author_sort | Hsu, Che‐Sheng |
collection | PubMed |
description | The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α‐trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late‐stage amination of quinine into a biologically interesting new analogue. |
format | Online Article Text |
id | pubmed-9311413 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-93114132022-07-29 Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines Hsu, Che‐Sheng Gonçalves, Carlos R. Tona, Veronica Pons, Amandine Kaiser, Marcel Maulide, Nuno Angew Chem Int Ed Engl Communications The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α‐trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late‐stage amination of quinine into a biologically interesting new analogue. John Wiley and Sons Inc. 2022-03-16 2022-05-09 /pmc/articles/PMC9311413/ /pubmed/35103377 http://dx.doi.org/10.1002/anie.202115435 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://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 Hsu, Che‐Sheng Gonçalves, Carlos R. Tona, Veronica Pons, Amandine Kaiser, Marcel Maulide, Nuno Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title | Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title_full | Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title_fullStr | Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title_full_unstemmed | Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title_short | Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines |
title_sort | leveraging electron‐deficient iminium intermediates in a general synthesis of valuable amines |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9311413/ https://www.ncbi.nlm.nih.gov/pubmed/35103377 http://dx.doi.org/10.1002/anie.202115435 |
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