4.8 Article

Enantioselective epoxidation of α,β-enones promoted by α,α-diphenyl-L-prolinol as bifunctional organocatalyst

Journal

ORGANIC LETTERS
Volume 7, Issue 13, Pages 2579-2582

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol050694m

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An operationally simple and mild protocol for the catalytic enantioselective epoxiclation of alpha,beta-unsaturated ketones has been estabilished using commercially available a,a-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.

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