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e-Carbonyl: electrochemical synthesis of α-Keto Esters via α-Carbonyl carbocations

e-Carbonyl: electrochemical synthesis of α-Keto Esters via α-Carbonyl carbocations

Tushkanov, Ewan V., Salehzadeh, Hamid, Campinoti, Caterina, Goodall, Charles A. I., Lessi, Marco, Del Vecchio, Antonio and Lam, Kevin ORCID logoORCID: https://orcid.org/0000-0003-1481-9212 (2025) e-Carbonyl: electrochemical synthesis of α-Keto Esters via α-Carbonyl carbocations. Organic Letters. ISSN 1523-7060 (Print), 1523-7052 (Online) (doi:10.1021/acs.orglett.5c04372)

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52038 LAM_e-Carbonyl_Electrochemical_Synthesis_Of_A-Keto_Esters_Via_A-Carbonyl_Carbocations_(AAM)_2025.pdf - Accepted Version
Restricted to Repository staff only until 26 December 2026.

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52038 LAM_e-Carbonyl_Electrochemical_Synthesis_Of_A-Keto_Esters_Via_A-Carbonyl_Carbocations_(AAM SUPPORTING INFORMATION)_2025.pdf - Accepted Version
Restricted to Repository staff only until 26 December 2026.

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Abstract

Herein, we report a general and practical electrochemical method for the synthesis of α-keto esters from malonic acid derivatives via α-carbonyl carbocations. Although these cations are typically unstable, they can be efficiently generated under Hofer–Moest-type conditions when stabilised by an α-acetoxy substituent. This metal- and supporting-electrolyte-free approach grants straightforward access to α-keto esters that are otherwise challenging to obtain using conventional methods.

Item Type: Article
Uncontrolled Keywords: electrochemical synthesis, electrodes, ketones, organic compounds, reaction products
Subjects: Q Science > Q Science (General)
R Medicine > RS Pharmacy and materia medica
T Technology > TP Chemical technology
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Last Modified: 06 Jan 2026 11:45
URI: https://gala.gre.ac.uk/id/eprint/52038

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