Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes

We report a palladium‐catalyzed oxidative functionalization of alkynes to generate α‐acetoxylated enones in one step. A range of functional groups are well‐tolerated in this reaction. Mechanistic studies, including the use of (18)O‐labeled DMSO, revealed that the ketone oxygen atom in the product or...

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Detalles Bibliográficos
Autores principales: Jiang, Tuo, Quan, Xu, Zhu, Can, Andersson, Pher G., Bäckvall, Jan‐E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5021131/
https://www.ncbi.nlm.nih.gov/pubmed/27060476
http://dx.doi.org/10.1002/anie.201600696
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author Jiang, Tuo
Quan, Xu
Zhu, Can
Andersson, Pher G.
Bäckvall, Jan‐E.
author_facet Jiang, Tuo
Quan, Xu
Zhu, Can
Andersson, Pher G.
Bäckvall, Jan‐E.
author_sort Jiang, Tuo
collection PubMed
description We report a palladium‐catalyzed oxidative functionalization of alkynes to generate α‐acetoxylated enones in one step. A range of functional groups are well‐tolerated in this reaction. Mechanistic studies, including the use of (18)O‐labeled DMSO, revealed that the ketone oxygen atom in the product originates from DMSO.
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spelling pubmed-50211312016-09-23 Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes Jiang, Tuo Quan, Xu Zhu, Can Andersson, Pher G. Bäckvall, Jan‐E. Angew Chem Int Ed Engl Communications We report a palladium‐catalyzed oxidative functionalization of alkynes to generate α‐acetoxylated enones in one step. A range of functional groups are well‐tolerated in this reaction. Mechanistic studies, including the use of (18)O‐labeled DMSO, revealed that the ketone oxygen atom in the product originates from DMSO. John Wiley and Sons Inc. 2016-04-06 2016-05-04 /pmc/articles/PMC5021131/ /pubmed/27060476 http://dx.doi.org/10.1002/anie.201600696 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Jiang, Tuo
Quan, Xu
Zhu, Can
Andersson, Pher G.
Bäckvall, Jan‐E.
Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title_full Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title_fullStr Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title_full_unstemmed Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title_short Palladium‐Catalyzed Oxidative Synthesis of α‐Acetoxylated Enones from Alkynes
title_sort palladium‐catalyzed oxidative synthesis of α‐acetoxylated enones from alkynes
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5021131/
https://www.ncbi.nlm.nih.gov/pubmed/27060476
http://dx.doi.org/10.1002/anie.201600696
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