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Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters

An effective strategy has been developed for the photoredox-catalyzed decarboxylative addition of cyclic amino acids to both vinylogous amides and esters leading to uniquely substituted heterocycles. The additions take place exclusively trans to the substituent present on the dihydropyridone ring af...

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Autores principales: Dykstra, Kevin, Buevich, Alexei, Gao, Qi, Lam, Yu-Hong, Kuethe, Jeffrey T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8777773/
https://www.ncbi.nlm.nih.gov/pubmed/35056732
http://dx.doi.org/10.3390/molecules27020417
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author Dykstra, Kevin
Buevich, Alexei
Gao, Qi
Lam, Yu-Hong
Kuethe, Jeffrey T.
author_facet Dykstra, Kevin
Buevich, Alexei
Gao, Qi
Lam, Yu-Hong
Kuethe, Jeffrey T.
author_sort Dykstra, Kevin
collection PubMed
description An effective strategy has been developed for the photoredox-catalyzed decarboxylative addition of cyclic amino acids to both vinylogous amides and esters leading to uniquely substituted heterocycles. The additions take place exclusively trans to the substituent present on the dihydropyridone ring affording stereochemical control about the new carbon-carbon bond. These reactions are operationally simplistic and afford the desired products in good to excellent isolated yields.
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spelling pubmed-87777732022-01-22 Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters Dykstra, Kevin Buevich, Alexei Gao, Qi Lam, Yu-Hong Kuethe, Jeffrey T. Molecules Article An effective strategy has been developed for the photoredox-catalyzed decarboxylative addition of cyclic amino acids to both vinylogous amides and esters leading to uniquely substituted heterocycles. The additions take place exclusively trans to the substituent present on the dihydropyridone ring affording stereochemical control about the new carbon-carbon bond. These reactions are operationally simplistic and afford the desired products in good to excellent isolated yields. MDPI 2022-01-10 /pmc/articles/PMC8777773/ /pubmed/35056732 http://dx.doi.org/10.3390/molecules27020417 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Dykstra, Kevin
Buevich, Alexei
Gao, Qi
Lam, Yu-Hong
Kuethe, Jeffrey T.
Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title_full Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title_fullStr Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title_full_unstemmed Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title_short Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters
title_sort photoredox-catalyzed giese reactions: decarboxylative additions to cyclic vinylogous amides and esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8777773/
https://www.ncbi.nlm.nih.gov/pubmed/35056732
http://dx.doi.org/10.3390/molecules27020417
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