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Asymmetric Mn(III)-salen catalyzed epoxidation of simple cis-disubstituted and trisubstituted alkenes in mild conditions was performed using tetrabutylammonium monopersulfate (Bu4NHSO5) as the oxidant together with N-methylmorpholine N-oxide as an additive. Particularly high yields of epoxides (up to 97 %) and good enantiomeric excesses (ee up to 93 %) were obtained in the epoxidation of 2,2-dialkylchromenes and trisubstituted alkenes.
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Asymmetric epoxidation of unfunctionalized alkenes is reported using chiral (salen)Mn(III) complexes 1-$ together with a carboxylate salt cocatalyst in the presence of either aqueous H202 or anhydrous urea-H202 adduct as oxidant. Several simple soluble salts (acetates, formates, benzoates) were stud