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Synlett 2001; 2001(2): 0248-0250
DOI: 10.1055/s-2001-10766
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Fluorinated Alcohols: Effective Solvents for Uncatalysed Epoxidations with Aqueous Hydrogen Peroxide

Michiel C. A. van Vliet* , Isabel W. C. E. Arends, Roger A. Sheldon
  • *Laboratory of Organic Chemistry and Catalysis, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands; Fax +31 (0) 152781415; E-mail: secretariat-ock§tnw.tudelft.nl
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Publication Date:
31 December 2001 (online)

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Buffered aqueous hydrogen peroxide in combination with fluorinated alcohols (trifluoroethanol at reflux temperature or hexafluoro-2-propanol at room temperature) oxidises a variety of alkenes to the corresponding epoxides in high rates and fairly high yields, without the need for any catalyst.

epoxidation - alkenes - electrophilic addition - hydrogen peroxide - fluoro alcohols