Enantioselective Epoxidation of α,β-Enones Promoted by α,α-Diphenyl-l-prolinol as Bifunctional Organocatalyst

reaction: see text An operationally simple and mild protocol for the catalytic enantioselective epoxidation of alpha,beta-unsaturated ketones has been estabilished using commercially available alpha,alpha-diphenyl-l-prolinol as bifunctional organocatalyst and tert-butyl hydroperoxide (TBHP) as oxidant. The epoxides have been obtained in good yields and with up to 80% ee.