Issue 86, 2024

Electrochemical stereoselective borylation of Morita–Baylis–Hillman adducts to functionalized allylic boronates

Abstract

Herein, we disclose a highly efficient and facile electrochemical borylation of Morita–Baylis–Hillman adducts without using any metal catalyst. This methodology demonstrates excellent regio- and stereo-selectivity, leading to a wide range of functionalized E-allylic boronates, including derivatives of ibuprofen and menthol. Under mild and straightforward conditions, this redox-neutral reaction, combined with the scalability and synthetic applications of the allylic boronate esters, underscores its potential for a wide range of applications in organic synthesis.

Graphical abstract: Electrochemical stereoselective borylation of Morita–Baylis–Hillman adducts to functionalized allylic boronates

Supplementary files

Article information

Article type
Communication
Submitted
16 Aug 2024
Accepted
30 Sep 2024
First published
02 Oct 2024

Chem. Commun., 2024,60, 12553-12556

Electrochemical stereoselective borylation of Morita–Baylis–Hillman adducts to functionalized allylic boronates

J. R. Thondur, D. S. Sharada and G. Satyanarayana, Chem. Commun., 2024, 60, 12553 DOI: 10.1039/D4CC04187A

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