Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams

[Image: see text] We report the cobalt-catalyzed aminocyclization of unsaturated N-acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam...

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Autores principales: Freis, Manuel, Balkenhohl, Moritz, Fischer, David M., Georgiev, Tony, Sarott, Roman C., Carreira, Erick M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476186/
https://www.ncbi.nlm.nih.gov/pubmed/37610083
http://dx.doi.org/10.1021/acs.orglett.3c02390
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author Freis, Manuel
Balkenhohl, Moritz
Fischer, David M.
Georgiev, Tony
Sarott, Roman C.
Carreira, Erick M.
author_facet Freis, Manuel
Balkenhohl, Moritz
Fischer, David M.
Georgiev, Tony
Sarott, Roman C.
Carreira, Erick M.
author_sort Freis, Manuel
collection PubMed
description [Image: see text] We report the cobalt-catalyzed aminocyclization of unsaturated N-acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam aldehydes and alcohols obtained were elaborated into useful building blocks.
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spelling pubmed-104761862023-09-05 Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams Freis, Manuel Balkenhohl, Moritz Fischer, David M. Georgiev, Tony Sarott, Roman C. Carreira, Erick M. Org Lett [Image: see text] We report the cobalt-catalyzed aminocyclization of unsaturated N-acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam aldehydes and alcohols obtained were elaborated into useful building blocks. American Chemical Society 2023-08-23 /pmc/articles/PMC10476186/ /pubmed/37610083 http://dx.doi.org/10.1021/acs.orglett.3c02390 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Freis, Manuel
Balkenhohl, Moritz
Fischer, David M.
Georgiev, Tony
Sarott, Roman C.
Carreira, Erick M.
Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title_full Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title_fullStr Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title_full_unstemmed Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title_short Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
title_sort cobalt-catalyzed aerobic aminocyclization of unsaturated amides for the synthesis of functionalized γ- and δ-lactams
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476186/
https://www.ncbi.nlm.nih.gov/pubmed/37610083
http://dx.doi.org/10.1021/acs.orglett.3c02390
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