Transition-Metal-Free Trifluoromethylaminoxylation of Alkenes

Authors

  • Dr. Yi Li,

    1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster (Germany)
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  • Prof. Dr. Armido Studer

    Corresponding author
    1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster (Germany)
    • Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster (Germany)
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  • We thank the Alexander von Humboldt foundation for supporting our work (stipend to Y.L.) and Prof. Dennis Curran for helpful comments on this manuscript.

Abstract

original image

No transition metal! Fluorinated hypervalent-iodine reagents react with TEMPONa in the presence of an alkene under mild conditions to give the corresponding perfluoroalkylaminoxylation products. These radical addition/trapping reactions occur with high stereoselectivity using commercially available reagents, and the product alkoxyamines are readily transformed into the corresponding alcohols.

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