Collect. Czech. Chem. Commun. 1979, 44, 3705-3710
https://doi.org/10.1135/cccc19793705

Isomerisation of β-epoxy sulfones

Jana Poláková, Miloš Paleček and Miloš Procházka

Department of Organic Chemistry, Charles University, 128 40 Prague 2

Abstract

The base-catalyzed isomerisation of β-epoxy sulfones to γ-hydroxy αβ-unsaturated sulfones was shown by kinetic data, isotope effect and stereochemistry to involve an intramolecular synfacial 1-3 hydrogen migration with carbanion-like transition state.