Metal-free electrochemical dihydroxylation of unactivated alkenes

Min Liu, Tian Feng, Yanwei Wang, Guangsheng Kou, Qiuyan Wang (), Qian Wang and Youai Qiu ()
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Min Liu: College of Chemistry, Nankai University
Tian Feng: College of Chemistry, Nankai University
Yanwei Wang: College of Chemistry, Nankai University
Guangsheng Kou: College of Chemistry, Nankai University
Qiuyan Wang: College of Chemistry, Nankai University
Qian Wang: College of Chemistry, Nankai University
Youai Qiu: College of Chemistry, Nankai University

Nature Communications, 2023, vol. 14, issue 1, 1-9

Abstract: Abstract 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.

Date: 2023
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DOI: 10.1038/s41467-023-42106-8

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