Current Organic Chemistry

Author(s): Lucia D’Accolti, Cosimo Annese and Caterina Fusco

DOI: 10.2174/1385272819666141219234145

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Dioxirane-mediated Metal-free Oxidations of Target Molecules Containing Unsaturated Carbons

Page: [45 - 61] Pages: 17

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Abstract

A remarkable example of the progress in metal-free oxidation is the development of oxidation with dioxiranes. The reactivity of these peroxides seems to be due to the tendency for easy electrophilic O-atom transfer to nucleophilic substrates. This has been applied in order to achieve high regio- and stereoselective epoxidation and oxyfunctionalizations of target molecules. This review addresses a new approach consisting of the application of homogeneous and heterogeneous dioxiranes isolated and generate in situ.

This method has shown promise to contribute to resolving a well-recognized general problem in the organic synthesis to achieve efficient synthetic methods that take into account the fundamental principles of green chemistry.

Keywords: Dioxirane, epoxidation, heterogeneous catalysis, homogeneous catalysis, metal free oxidation, target molecules.