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Important Organic Reaction (Epoxidation) in Pure Water as Solvent is Here Described

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Why is it important?

Enantioselective epoxidation reactions of some chosen reactive alkenes by a chiral Mn(III) salen catalyst were performed in H2O employing H2O2 as oxidant and diethyltetradecylamine N-oxide (AOE-14) as surfactant. This procedure represents an environmentally benign protocol which leads to e.e. values ranging from good to excellent (up to 95%).

Perspectives

This enantioselective epoxidation protocol of alkenes by hydrogen peroxide in water in the presence of AOE-14, in the dual role of surfactant and cocatalyst, gives good to excellent results in terms of conversion values and enantiomeric selectivities. The protocol seems suitable for a large variety of alkenes of different reactivity because it is possible the tuning of the reaction conditions by an appropriate choice of the [AOE-14]/[catalyst] ratio. In addition, allowing the use of water as reaction medium and hydrogen peroxide as oxidant, it represents an environmentally and ecologically benign procedure which contributes to enrich the library of asymmetric epoxidation reactions green chemistry.

Dr Giuseppe Trusso Sfrazzetto
University of Catania

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This page is a summary of: (Salen)Mn(III) Catalyzed Asymmetric Epoxidation Reactions by Hydrogen Peroxide in Water: A Green Protocol, International Journal of Molecular Sciences, July 2016, MDPI AG,
DOI: 10.3390/ijms17071112.
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