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Methyltrioxorhenium-Catalyzed Epoxidation of Homoallylic Alcohols with Hydrogen Peroxide

Shigekazu Yamazaki*

*Toyama Industrial Technology Center, 150 Futagami, Takaoka, Toyama 933-0981, Japan, Email:

S. Yamazaki, J. Org. Chem., 2012, 77, 9884-9888.

DOI: 10.1021/jo301825j (free Supporting Information)


Homoallylic alcohols were efficiently epoxidized to the corresponding 3,4-epoxy alcohols in excellent yields in the presence of methyltrioxorhenium (MTO) as catalyst, aqueous hydrogen peroxide as the terminal oxidant, and 3-methylpyrazole as an additive. Organic solvent-free conditions accelerate the reaction.

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Key Words

methyltrioxorhenium, hydrogen peroxide, epoxidation

ID: J42-Y2012-3560