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Issue 13, 2007
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An improved methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide

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Abstract

Methyltrioxorhenium (MTO)-catalyzed epoxidation of alkenes with H2O2 has been significantly improved by using 3-methylpyrazole as an additive. A system consisting of 35% H2O2 and MTO–3-methylpyrazole in CH2Cl2 catalyzes the epoxidation of various alkenes in excellent yields. The catalytic activity of MTO–3-methylpyrazole surpasses MTO–pyrazole and MTO–pyridine catalysts. Quantitative yields of epoxides from cyclic and internal alkenes were obtained with only 0.05–0.1 mol% of MTO in the presence of 10 mol% of 3-methylpyrazole.

Graphical abstract: An improved methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide

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Publication details

The article was received on 10 Apr 2007, accepted on 16 May 2007 and first published on 30 May 2007


Article type: Paper
DOI: 10.1039/B705276F
Citation: Org. Biomol. Chem., 2007,5, 2109-2113

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    An improved methyltrioxorhenium-catalyzed epoxidation of alkenes with hydrogen peroxide

    S. Yamazaki, Org. Biomol. Chem., 2007, 5, 2109
    DOI: 10.1039/B705276F

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