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Synthetic Electrochemistry Enabled Esterification via Oxidative Mesolytic Cleavage of Alkoxyamines.

Kevin LeeDante GilbertiClairissa YomJacob MezaJamere StewartMichael LeeJustin AlvarezAbigail HartJustin ZhengYalan Xing
Published in: The Journal of organic chemistry (2023)
Stable benzylic carbocations were generated via mesolytic cleavage of TEMPO-derived alkoxyamines, which was realized by electrochemical oxidation. This strategy provided an efficient and unique approach to access stabilized carbocations under mild conditions. Esterification of benzylic carbocations using carboxylic acid produced a variety of benzylic esters with a broad substrate scope and excellent functional group compatibility.
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