A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides
The construction of four-membered rings via a 4-exo-dig cyclization was originally theorized to be unfavourable and only recently shown in sparse examples. Here the authors present a photochemical, radical 4-exo-dig cyclization of ynamides to form azetidines, promoted by copper photoredox catalysis.
| Main Authors: | , , , , , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Nature Portfolio
2022-01-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-022-28098-x |
| _version_ | 1819349589870772224 |
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| author | Clément Jacob Hajar Baguia Amaury Dubart Samuel Oger Pierre Thilmany Jérôme Beaudelot Christopher Deldaele Stefano Peruško Yohann Landrain Bastien Michelet Samuel Neale Eugénie Romero Cécile Moucheron Veronique Van Speybroeck Cédric Theunissen Gwilherm Evano |
| author_facet | Clément Jacob Hajar Baguia Amaury Dubart Samuel Oger Pierre Thilmany Jérôme Beaudelot Christopher Deldaele Stefano Peruško Yohann Landrain Bastien Michelet Samuel Neale Eugénie Romero Cécile Moucheron Veronique Van Speybroeck Cédric Theunissen Gwilherm Evano |
| author_sort | Clément Jacob |
| collection | DOAJ |
| description | The construction of four-membered rings via a 4-exo-dig cyclization was originally theorized to be unfavourable and only recently shown in sparse examples. Here the authors present a photochemical, radical 4-exo-dig cyclization of ynamides to form azetidines, promoted by copper photoredox catalysis. |
| first_indexed | 2024-12-24T19:02:56Z |
| format | Article |
| id | doaj.art-74a30cbf227b4922802fd7718b8ea522 |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-12-24T19:02:56Z |
| publishDate | 2022-01-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-74a30cbf227b4922802fd7718b8ea5222022-12-21T16:43:09ZengNature PortfolioNature Communications2041-17232022-01-011311810.1038/s41467-022-28098-xA general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamidesClément Jacob0Hajar Baguia1Amaury Dubart2Samuel Oger3Pierre Thilmany4Jérôme Beaudelot5Christopher Deldaele6Stefano Peruško7Yohann Landrain8Bastien Michelet9Samuel Neale10Eugénie Romero11Cécile Moucheron12Veronique Van Speybroeck13Cédric Theunissen14Gwilherm Evano15Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Center for Molecular Modeling, Ghent University, Tech Lane Ghent Science Park Campus ALaboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique et Photochimie, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Center for Molecular Modeling, Ghent University, Tech Lane Ghent Science Park Campus ALaboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)The construction of four-membered rings via a 4-exo-dig cyclization was originally theorized to be unfavourable and only recently shown in sparse examples. Here the authors present a photochemical, radical 4-exo-dig cyclization of ynamides to form azetidines, promoted by copper photoredox catalysis.https://doi.org/10.1038/s41467-022-28098-x |
| spellingShingle | Clément Jacob Hajar Baguia Amaury Dubart Samuel Oger Pierre Thilmany Jérôme Beaudelot Christopher Deldaele Stefano Peruško Yohann Landrain Bastien Michelet Samuel Neale Eugénie Romero Cécile Moucheron Veronique Van Speybroeck Cédric Theunissen Gwilherm Evano A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides Nature Communications |
| title | A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides |
| title_full | A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides |
| title_fullStr | A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides |
| title_full_unstemmed | A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides |
| title_short | A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides |
| title_sort | general synthesis of azetidines by copper catalysed photoinduced anti baldwin radical cyclization of ynamides |
| url | https://doi.org/10.1038/s41467-022-28098-x |
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