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About: Epoxidation with dioxiranes     Goto   Sponge   NotDistinct   Permalink

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Type: yago:WikicatOrganicReactionsyago:ChemicalProcess113446390yago:ChemicalReaction113447361yago:NaturalProcess113518963yago:PhysicalEntity100001930yago:Process100029677chemical compound New Facet based on Instances of this Class

Epoxidation with dioxiranes refers to the synthesis of epoxides from alkenes using three-membered cyclic peroxides, also known as dioxiranes. Dioxiranes are three-membered cyclic peroxides containing a weak oxygen-oxygen bond. Although they are able to effect oxidations of heteroatom functionality and even carbon-hydrogen bonds, they are most widely used as epoxidizing agents of alkenes. Dioxiranes are electrophilic oxidants that react more quickly with electron-rich than electron-poor double bonds; however, both classes of substrates can be epoxidized within a reasonable time frame. Dioxiranes may be prepared and isolated or generated in situ from ketones and potassium peroxymonosulfate (Oxone). In situ preparations may be catalytic in ketone, and if the ketone is chiral, enantioselective