手性双金属 Relay 催化 α-重氮酮与烯酮的不对称合成 2,2,3-三取代吲哚啉
Enantioselective Synthesis of 2,2,3-Trisubstituted Indolines via Bimetallic Relay Catalysis of α-Diazoketones with Enones.
机构信息
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry , Sichuan University , Chengdu 610064 , China.
出版信息
Org Lett. 2018 Aug 3;20(15):4536-4539. doi: 10.1021/acs.orglett.8b01744. Epub 2018 Jul 19.
An efficient asymmetric intramolecular trapping of ammonium ylides of α-diazoketones with enones to synthesize indoline derivatives was realized. A Rh(II)/chiral N,N'-dioxide-Sc(III) complex bimetallic relay catalytic system was established. A series of optically active 2,2,3-trisubstituted indolines were obtained in high yields (up to 99%), good enantioselectivities (up to 99% ee), and excellent diastereoselectivities (up to >19:1 dr) under mild reaction conditions.
实现了高效的不对称分子内捕获α-重氮酮的铵叶立德与烯酮来合成吲哚啉衍生物。建立了 Rh(II)/手性 N,N'-二氧杂环戊二烯-Sc(III) 配合物双金属接力催化体系。在温和的反应条件下，以高产率（高达 99%）、良好的对映选择性（高达 99%ee）和优异的非对映选择性（高达 >19:1 dr）获得了一系列光学活性的 2,2,3-三取代吲哚啉。
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