Metal-free electrochemical dihydroxylation of unactivated alkenes

Herein, a metal-free electrochemical dihydroxylation of unactivated alkenes is described. The transformation proceeds smoothly under mild conditions with a broad range of unactivated alkenes, providing valuable and versatile dihydroxylated products in moderate to good yields without the addition of...

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Autores principales: Liu, Min, Feng, Tian, Wang, Yanwei, Kou, Guangsheng, Wang, Qiuyan, Wang, Qian, Qiu, Youai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10575955/
https://www.ncbi.nlm.nih.gov/pubmed/37833286
http://dx.doi.org/10.1038/s41467-023-42106-8
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author Liu, Min
Feng, Tian
Wang, Yanwei
Kou, Guangsheng
Wang, Qiuyan
Wang, Qian
Qiu, Youai
author_facet Liu, Min
Feng, Tian
Wang, Yanwei
Kou, Guangsheng
Wang, Qiuyan
Wang, Qian
Qiu, Youai
author_sort Liu, Min
collection PubMed
description Herein, a metal-free electrochemical dihydroxylation of unactivated alkenes is described. The transformation proceeds smoothly under mild conditions with a broad range of unactivated alkenes, providing valuable and versatile dihydroxylated products in moderate to good yields without the addition of costly transition metals and stoichiometric amounts of chemical oxidants. Moreover, this method can be applied to a range of natural products and pharmaceutical derivatives, further demonstrating its synthetic utility. Mechanistic studies have revealed that iodohydrin and epoxide intermediate are formed during the reaction process.
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spelling pubmed-105759552023-10-15 Metal-free electrochemical dihydroxylation of unactivated alkenes Liu, Min Feng, Tian Wang, Yanwei Kou, Guangsheng Wang, Qiuyan Wang, Qian Qiu, Youai Nat Commun Article Herein, a metal-free electrochemical dihydroxylation of unactivated alkenes is described. The transformation proceeds smoothly under mild conditions with a broad range of unactivated alkenes, providing valuable and versatile dihydroxylated products in moderate to good yields without the addition of costly transition metals and stoichiometric amounts of chemical oxidants. Moreover, this method can be applied to a range of natural products and pharmaceutical derivatives, further demonstrating its synthetic utility. Mechanistic studies have revealed that iodohydrin and epoxide intermediate are formed during the reaction process. Nature Publishing Group UK 2023-10-13 /pmc/articles/PMC10575955/ /pubmed/37833286 http://dx.doi.org/10.1038/s41467-023-42106-8 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Liu, Min
Feng, Tian
Wang, Yanwei
Kou, Guangsheng
Wang, Qiuyan
Wang, Qian
Qiu, Youai
Metal-free electrochemical dihydroxylation of unactivated alkenes
title Metal-free electrochemical dihydroxylation of unactivated alkenes
title_full Metal-free electrochemical dihydroxylation of unactivated alkenes
title_fullStr Metal-free electrochemical dihydroxylation of unactivated alkenes
title_full_unstemmed Metal-free electrochemical dihydroxylation of unactivated alkenes
title_short Metal-free electrochemical dihydroxylation of unactivated alkenes
title_sort metal-free electrochemical dihydroxylation of unactivated alkenes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10575955/
https://www.ncbi.nlm.nih.gov/pubmed/37833286
http://dx.doi.org/10.1038/s41467-023-42106-8
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