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Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions

Stereoselective β-C(sp(2))–H alkylation of enamides with redox-active N-hydroxyphthalimide esters via a photoredox-catalyzed decarboxylative cross-coupling reaction is demonstrated. This methodology features operational simplicity, broad substrate scopes, and excellent stereoselectivities and functi...

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Autores principales: Guo, Jing-Yu, Zhang, Ze-Yu, Guan, Ting, Mao, Lei-Wen, Ban, Qian, Zhao, Kai, Loh, Teck-Peng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6849636/
https://www.ncbi.nlm.nih.gov/pubmed/31803451
http://dx.doi.org/10.1039/c9sc03070k
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author Guo, Jing-Yu
Zhang, Ze-Yu
Guan, Ting
Mao, Lei-Wen
Ban, Qian
Zhao, Kai
Loh, Teck-Peng
author_facet Guo, Jing-Yu
Zhang, Ze-Yu
Guan, Ting
Mao, Lei-Wen
Ban, Qian
Zhao, Kai
Loh, Teck-Peng
author_sort Guo, Jing-Yu
collection PubMed
description Stereoselective β-C(sp(2))–H alkylation of enamides with redox-active N-hydroxyphthalimide esters via a photoredox-catalyzed decarboxylative cross-coupling reaction is demonstrated. This methodology features operational simplicity, broad substrate scopes, and excellent stereoselectivities and functional group tolerance, affording a diverse array of geometrically defined and synthetically valuable enamides bearing primary, secondary or tertiary alkyl groups in satisfactory yields.
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spelling pubmed-68496362019-12-04 Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions Guo, Jing-Yu Zhang, Ze-Yu Guan, Ting Mao, Lei-Wen Ban, Qian Zhao, Kai Loh, Teck-Peng Chem Sci Chemistry Stereoselective β-C(sp(2))–H alkylation of enamides with redox-active N-hydroxyphthalimide esters via a photoredox-catalyzed decarboxylative cross-coupling reaction is demonstrated. This methodology features operational simplicity, broad substrate scopes, and excellent stereoselectivities and functional group tolerance, affording a diverse array of geometrically defined and synthetically valuable enamides bearing primary, secondary or tertiary alkyl groups in satisfactory yields. Royal Society of Chemistry 2019-08-05 /pmc/articles/PMC6849636/ /pubmed/31803451 http://dx.doi.org/10.1039/c9sc03070k Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Guo, Jing-Yu
Zhang, Ze-Yu
Guan, Ting
Mao, Lei-Wen
Ban, Qian
Zhao, Kai
Loh, Teck-Peng
Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title_full Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title_fullStr Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title_full_unstemmed Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title_short Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
title_sort photoredox-catalyzed stereoselective alkylation of enamides with n-hydroxyphthalimide esters via decarboxylative cross-coupling reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6849636/
https://www.ncbi.nlm.nih.gov/pubmed/31803451
http://dx.doi.org/10.1039/c9sc03070k
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