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Catalytic Asymmetric Halogenation/Semipinacol Rearrangement of 3-Hydroxyl-3-vinyl Oxindoles: A Stereodivergent Kinetic Resolution Process
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-10-20 , DOI: 10.1002/anie.202110315
Li Dai 1 , Wen Liu 1 , Yuqiao Zhou 1 , Zi Zeng 1 , Xinyue Hu 1 , Weidi Cao 1 , Xiaoming Feng 1
Affiliation  

A highly enantioselective halogenation/semipinacol rearrangement was realized through a ligand-controlled stereodivergent kinetic resolution. An array of optically active quinolone derivates and quinoline alkaloids were provided simultaneously by using a chiral Sc(OTf)3/N,N′-dioxide complex as catalyst. The reaction mechanism was proposed to rationalize the reaction process and enantiocontrol.
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中文翻译:

3-Hydroxyl-3-vinyl Oxindoles 的催化不对称卤化/半频哪醇重排:立体发散动力学拆分过程

通过配体控制的立体发散动力学分辨率实现了高度对映选择性的卤化/半匹萘醇重排。通过使用手性 Sc(OTf) 3 / N , N '-二氧化物配合物作为催化剂,同时提供了一系列光学活性喹诺酮衍生物和喹啉生物碱。提出了反应机理以合理化反应过程和对映控制。
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更新日期:2021-12-06
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