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Synfacts 2017; 13(08): 0821
DOI: 10.1055/s-0036-1590650
DOI: 10.1055/s-0036-1590650
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Silver-Catalyzed Intermolecular Bromotrifluoromethoxylation of Alkenes
Guo S.
Cong F.
Guo R.
Wang L.
Tang P.
* Nankai University and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, P. R. of China
Asymmetric Silver-Catalysed Intermolecular Bromotrifluoromethoxylation of Alkenes with a New Trifluoromethoxylation Reagent.
Nat. Chem. 2017;
9: 546-551
Asymmetric Silver-Catalysed Intermolecular Bromotrifluoromethoxylation of Alkenes with a New Trifluoromethoxylation Reagent.
Nat. Chem. 2017;
9: 546-551
Further Information
Publication History
Publication Date:
18 July 2017 (online)
Significance
The development of new methods to introduce a trifluoromethoxy group into drugs or agrochemicals is important because of the strongly electron-withdrawing nature and high lipophilicity of this moiety. The authors report a silver-catalyzed enantioselective bromotrifluoromethoxylation of alkenes with a new trifluoromethoxylation reagent.
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Comment
The developed trifluoromethoxylation reagent, trifluoromethyl 4-fluorobenzenesulfonate, is easily prepared and thermally stable, and shows good reactivity. The bromotrifluoromethoxylation method can be applied to a variety of alkenes, including small, complex molecules.
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