Methyltrioxorhenium-urea hydrogen peroxide epoxidation of olefin

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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502152, C07D30119

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active

057236364

ABSTRACT:
A process for the epoxidation of olefins comprises contacting the olefin with urea-hydrogen peroxide in the presence of a rhenium oxide catalyst in an organic solvent.

REFERENCES:
patent: 5155247 (1992-10-01), Herrmann et al.
patent: 5166372 (1992-11-01), Crocco et al.
Herrmann W. A., et al., "Methyltrioxorhenium as a Catalyst for Olefin Oxidation", Angew. Chem. Int. Ed. Engl., 30(12), pp. 1638-1641, 1991.
Gonsalves, et al., "Metal-assisted Reactions. Part 21. Epoxidation of Alkenes Catalysed by Manganese-prophyrins: The Effects of Various Oxidatively-stable Ligands and Bases", J. Chem. Soc. Perkin Trans. 1, pp. 546-649, 1991.
Adam, Waldemar and Mitchell Caterine M., "Methyltrioxorhenium (VII)-Catalyzed Epoxidation of Alkenes with the Urea/Hydrogen Peroxide Adduct", Amgew. Chem. Int. Ed. Engl. 1996, 35, No. 5, pp. 533-534.
"Epoxidation of Allyl and Homoallyl Trimethylsilyl Ethers with t-Butyldioxytrimethylsilane and Silicon Lewis Acid/Vanadium Catalyst", Tamejiro Hiyama, et al., Tetrahedron Letters, vol. 24, No. 4, pp. 395-398, 1983.
"Enantioselective Epoxidation of Chromene Derivatives Using Hydrogen Peroxide as a Terminal Oxidant", Ryo Irie, et al., Synlett, (1994), pp. 255-256.
"Dissociation of Hydrogen Peroxide Adducts in Solution: The Use of Such Adducts for Epoxidation of Alkenes", Antonio M. d'A. Rocha Gonsalves, et al., J. Chem. Research (S), (1991) pp. 208-209.
"A Very Simple Oxidation of Olefins and Ketones with UHP-Maleic Anhydride", Luis Astudillo, et al., Heterocycles, vol. 36, No. 5, 1993, pp. 1075-1080.

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