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Nucleophilic Tetrafluoroethylation Employing in Situ Formed Organomagnesium Reagents

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    0467402 - ÚOCHB 2017 RIV US eng J - Journal Article
    Budinská, Alena - Václavík, Jiří - Matoušek, V. - Beier, Petr
    Nucleophilic Tetrafluoroethylation Employing in Situ Formed Organomagnesium Reagents.
    Organic Letters. Roč. 18, č. 22 (2016), s. 5844-5847. ISSN 1523-7060. E-ISSN 1523-7052
    Institutional support: RVO:61388963
    Keywords : enantioselective synthesis * fluorinated sulfones * organic synthesis
    Subject RIV: CC - Organic Chemistry
    Impact factor: 6.579, year: 2016

    Tetrafluoroalkyl bromides are metalated with equi-molar iPrMgCl.LiCl (Turbo Grignard) to form organomagnesium compounds which are stable at low temperatures and react with various electrophiles (aldehydes, ketones, CO2, cyclic sulfate and sulfamidate, N-sulfonylimines, nitrone, chlorophosphate, nonaflyl azide) to afford novel functionalized tetrafluoroethylene-containing products. Ease of operation, excellent selectivity, high nucleophilicity, and enhanced stability of the reactive species together with a broad substrate scope comprise a highly attractive nudeophilic tetrafluoroethylation protocol affording unique synthetic building blocks.
    Permanent Link: http://hdl.handle.net/11104/0265506

     
     
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