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Updated: Apr 18, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Kinetic resolution in the [2+2] cycloaddition of ketenes: an experimental and theoretical study
Pauline Rullière1, Sébastien Carret, Anne Milet
1Université Joseph Fourier, CNRS, Département de Chimie Moléculaire, SERCO, UMR 5250, ICMG FR-2607, BP 53, 38041 Grenoble CEDEX 9 (France), Fax: (+33) 4-76-63-57-54.
Abstract:
The kinetic resolution of Z and E olefins by [2+2] cycloaddition with ketenes allows the isolation of pure E olefin, as well as the synthesis of pure cis-cyclobutanones, starting from Z/E mixtures. A computational rationale for this kinetic difference is reported. The obtained difference of energy of activation matches with the experimental results.
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