O-Sulfoperbenzoic acid

For the synthesis of oxiranes with more complex structures, the peracid method is combined with other epoxidation procedures examples are the syntheses of ( )-crotoxirane, ( )-epicrotoxirane, and ( )-isocrotoxirane ° or the preparation of cis-trioxatris-(a)homotropylidene. o-Sulfoperbenzoic acid has been used for the stereoselective epoxidation of cholesterol. The selective epoxidation of cholest-5-en-3-one too has been examined. In the synthesis of 25-hydroxycholesterol selective epoxidation occurs on and 26 is formed. The epoxidation of olefin propellanes 27 and 28 can be achieved with MCPBA. As a consequence of the secondary orbital interaction, syn-attack is more marked in the case of 28. ° Epoxypropelladiene can be synthesized in accordance with Eq. 12. ... 

EPOXIDATION N-Bromosuccinimide. Car-bomethoxyperbenzoic acid. m-Chloroper-benzoic acid. Diperoxo-oxohexamethyl-phosphoramidomolybdenium(VI). Molyb-denium hexacarbonyl. Pcractic acid. Per-oxybenzimidic add. o-Sulfoperbenzoic acid. 

Preparative Methods o-sulfobenzolc anhydride and hydrogen peroxide (30% 1.3 equiv) react in acetone at —4 to 0°C to furnish o-sulfoperbenzoic acid (1) in 65-75% yield (eq 1). 

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