Stepwise radical cation Diels–Alder reaction via multiple pathways

Herein we disclose the radical cation Diels–Alder reaction of aryl vinyl ethers by electrocatalysis, which is triggered by an oxidative SET process. The reaction clearly proceeds in a stepwise fashion, which is a rare mechanism in this class. We also found that two distinctive pathways, including “d...

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Detalles Bibliográficos
Autores principales: Shimizu, Ryo, Okada, Yohei, Chiba, Kazuhiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5905251/
https://www.ncbi.nlm.nih.gov/pubmed/29719568
http://dx.doi.org/10.3762/bjoc.14.59
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author Shimizu, Ryo
Okada, Yohei
Chiba, Kazuhiro
author_facet Shimizu, Ryo
Okada, Yohei
Chiba, Kazuhiro
author_sort Shimizu, Ryo
collection PubMed
description Herein we disclose the radical cation Diels–Alder reaction of aryl vinyl ethers by electrocatalysis, which is triggered by an oxidative SET process. The reaction clearly proceeds in a stepwise fashion, which is a rare mechanism in this class. We also found that two distinctive pathways, including “direct” and “indirect”, are possible to construct the Diels–Alder adduct.
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spelling pubmed-59052512018-05-01 Stepwise radical cation Diels–Alder reaction via multiple pathways Shimizu, Ryo Okada, Yohei Chiba, Kazuhiro Beilstein J Org Chem Letter Herein we disclose the radical cation Diels–Alder reaction of aryl vinyl ethers by electrocatalysis, which is triggered by an oxidative SET process. The reaction clearly proceeds in a stepwise fashion, which is a rare mechanism in this class. We also found that two distinctive pathways, including “direct” and “indirect”, are possible to construct the Diels–Alder adduct. Beilstein-Institut 2018-03-27 /pmc/articles/PMC5905251/ /pubmed/29719568 http://dx.doi.org/10.3762/bjoc.14.59 Text en Copyright © 2018, Shimizu et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Shimizu, Ryo
Okada, Yohei
Chiba, Kazuhiro
Stepwise radical cation Diels–Alder reaction via multiple pathways
title Stepwise radical cation Diels–Alder reaction via multiple pathways
title_full Stepwise radical cation Diels–Alder reaction via multiple pathways
title_fullStr Stepwise radical cation Diels–Alder reaction via multiple pathways
title_full_unstemmed Stepwise radical cation Diels–Alder reaction via multiple pathways
title_short Stepwise radical cation Diels–Alder reaction via multiple pathways
title_sort stepwise radical cation diels–alder reaction via multiple pathways
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5905251/
https://www.ncbi.nlm.nih.gov/pubmed/29719568
http://dx.doi.org/10.3762/bjoc.14.59
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