Asymmetric epoxidation using a chiral hydroperoxide

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

1991-08-09

1992-11-24

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549530, C07D30119

Patent

active

051663716

ABSTRACT:
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 titaniuym alkoxide/tartrate catalyst. The chiral epoxide products are versatile synthetic intermediates.

REFERENCES:
patent: 3351635 (1967-11-01), Kollar
patent: 3983143 (1976-09-01), Sheng et al.
patent: 4471130 (1984-09-01), Katsuki et al.
Pfenninger, "Synthesis", Feb. 1986, pp. 89-115.

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