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Updated: Aug 29, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
About the conformations of alpha,beta-diunsaturated ketones
F Am Ali1, A Karwot, M Schleuder
1Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Ernst-Moritz-Arndt-University, Greifswald, Germany.
Abstract:
Substituted 1-(cyclohexenyl)-3-phenylpropen-1-ones, 1-(2-furyl)-3-phenylpropen-1-ones, and 1-(2-thienyl)-3-phenylpropen-1-ones, ketones with 1,4-pentadien-3-one structure, prefer in solution, and at room temperature, according to 1H NMR and IR investigations the s-trans/s-cis conformation. For some compounds the participation of other conformers in the equilibrium could be demonstrated. These results were obtained by a qualitative study of 25 derivatives in different solvents, and comparison with results from MM+, PM3, AM1 or MMX calculations.
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