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Anodic oxidation triggered divergent 1,2- and 1,4-group transfer reactions of β-hydroxycarboxylic acids enabled by electrochemical regulation

Zhenxing Zhang, Lei Zhang, Xianhao Zhang, Jianxin Yang, Yunxing Yin, Yangye Jiang, Cheng‐Chu Zeng, Gang Lü, Yang Yang, Fanyang Mo

2020Chemical Science27 citationsDOIOpen Access PDF

Abstract

a radical mechanism. In contrast to previously reported radical group transfer reactions, this 1,4-group transfer process features the migration of electron-rich aryl substituents. Furthermore, with these chemoselective electrochemical oxidation protocols, a range of ketones and β-keto esters including those possessing a challenging-to-access medium-sized ring could be synthesized in excellent yields.

Topics & Concepts

ElectrochemistryAnodic oxidationChemistryGroup (periodic table)Combinatorial chemistryOrganic chemistryElectrodePhysical chemistryRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods
Anodic oxidation triggered divergent 1,2- and 1,4-group transfer reactions of β-hydroxycarboxylic acids enabled by electrochemical regulation | Litcius