Asymmetric epoxidation using a chiral hydroperoxide

Details Asymmetric epoxidation using a chiral hydroperoxide Asymmetric epoxidation using a chiral hydroperoxide

C - Chemistry, Metallurgy

07

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260/370.9

C07D 301/19 (2006.01) C07D 303/14 (2006.01) C07D 303/22 (2006.01) C07D 303/40 (2006.01) C07F 7/08 (2006.01)

Patent

CA 2023600

ABSTRACT OF THE DISCLOSURE Prochiral ethylenically unsaturated substrates are converted to chiral epoxides by reaction with optically active hydroperoxides in the presence of transition metal catalysts. For example, chiral glycidol is obtained by asymmetric epoxidation of allyl alcohol using optically active ethyl benzene hydroperoxide and a titanium alkoxide/tartrate catalyst. The chiral epoxide products are versatile synthetic intermediates.

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