Enantioselective Di-/Perfluoroalkylation of β-Ketoesters Enabled by Cooperative Photoredox/Nickel Catalysis,Organic Letters

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Enantioselective Di-/Perfluoroalkylation of β-Ketoesters Enabled by Cooperative Photoredox/Nickel Catalysis
Organic Letters ( IF 4.9 ) Pub Date : 2018-01-09 00:00:00 , DOI: 10.1021/acs.orglett.7b03826
Jing Liu ₁ , Wei Ding ₁ , Quan-Quan Zhou ₁ , Dan Liu ₁ , Liang-Qiu Lu ₁ , Wen-Jing Xiao _{1,

2}

Affiliation

Efficient and enantioselective radical difluoroalkylation and perfluoroalkylation reactions of β-ketoesters were successfully developed through an asymmetric photoredox and nickel catalysis cascade. This protocol provides R_f-containing quaternary stereocenters in up to 67% yield and 95:5 er with ethyl iododifluoroacetate and perfluoroalkyl iodides (C₃F₇I and C₄F₉I) as radical sources under extremely mild conditions.

中文翻译：

光催化氧化/镍协同催化β-酮酸酯的对映选择性二-/全氟烷基化

通过不对称的光氧化还原和镍催化级联反应，成功开发了β-酮酸酯的高效和对映选择性自由基二氟烷基化和全氟烷基化反应。该方案以碘二氟乙酸乙酯和全氟烷基碘（C ₃ F ₇ I和C ₄ F ₉ I）作为自由基源，在极其温和的条件下，提供高达67％的收率和95：5 er的含R _f的季立体中心。

更新日期：2018-01-09

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