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Potassium tert-Butoxide-Mediated Isomerization of Alkenes: A Versatile Protocol for Miscellaneous Substrates
Journal article   Peer reviewed

Potassium tert-Butoxide-Mediated Isomerization of Alkenes: A Versatile Protocol for Miscellaneous Substrates

Hector Mario Heras Martinez, Sydney M. Hampton, Stephen R. Isbel, Chase N. MacFarlane, Enrique B. Aparicio, Ever A. Ble-Gonzalez and Alejandro Bugarin
ACS omega
03-10-2026

Abstract

Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology
The development of rapid and efficient routes to alkene derivatives remains a significant priority due to their broad utility as building blocks and valuable compounds. Herein, we report a simple, general, and highly efficient procedure for the (catalytic) isomerization of alkenes under mild conditions. This method is applicable to a wide range of substrates, including allylic derivatives of benzenes, aromatic and aliphatic systems, heterocycles, ethers, thioethers, amines, and sulfones. In this transformation, KO t Bu acts as both the base and the proton shuttle, enabling the reaction to proceed under air and affording quantitative yields within minutes for the majority of the substrates examined. The reaction occurs under thermodynamic control, affording the most stable isomer (typically, the E-alkene).
url
https://doi.org/10.1021/acsomega.6c00595View
Published (Version of record) Open

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