不对称铜催化的苯乙烯分子间氨基芳基化反应：高效构建光学 2,2-二芳基乙胺。
Asymmetric Copper-Catalyzed Intermolecular Aminoarylation of Styrenes: Efficient Access to Optical 2,2-Diarylethylamines.
机构信息
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
出版信息
J Am Chem Soc. 2017 May 24;139(20):6811-6814. doi: 10.1021/jacs.7b02455. Epub 2017 May 10.
We have developed a copper-catalyzed enantioselective intermolecular aminoarylation of alkenes using a novel N-fluoro-N-alkylsulfonamide as the amine reagent, which could react with the Cu(I) catalyst to release a related amino radical. After addition to styrene, the generated benzylic radical could couple with a chiral L*CuAr complex to achieve enantioselective arylation. Various optical 2,2-diarylethylamines were efficiently synthesized from simple styrenes with high enantioselectivity, and these products can serve as valuable synthons toward bioactive molecules' synthesis.
我们开发了一种铜催化的对映选择性烯丙基氨基芳基化反应，使用新型 N-氟-N-烷磺酰胺作为胺试剂，该试剂可以与 Cu(I)催化剂反应释放相关的氨基自由基。在与苯乙烯加成后，生成的苄基自由基可以与手性 L*CuAr 配合物偶联，实现对映选择性芳基化。各种光学 2,2-二芳基乙胺可以从简单的苯乙烯高效合成，具有高对映选择性，这些产物可以作为生物活性分子合成的有价值的合成子。
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