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首页> 外文期刊>Organic & biomolecular chemistry >A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters
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A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters

机译：金鸡纳生物碱催化的异靛蓝对映体选择性磺胺-迈克尔/羟醛级联反应：手邻双季螺中心手性双螺并恶唑四氢噻吩的构建。

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摘要

A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in high yields (up to 91%), excellent diastereoselectivities (up to ＞20 :1 dr), and good enantioselectivities (up to 98% ee). Some synthetic transformations of the reaction products were also studied.
机译：已经成功开发了金鸡纳生物碱催化的1,4-二硫代-2,5-二醇与异靛蓝之间的非对映选择性和对映选择性磺胺-迈克尔/醛醇多级联反应，以提供高收率的高拥挤双螺并噻吩四氢噻吩与邻位季螺中心（高达91） ％），出色的非对映选择性（高达> 20：1 dr）和良好的对映选择性（高达98％ee）。还研究了反应产物的一些合成转化。

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  • 来源
    《Organic & biomolecular chemistry》 |2015年第22期|6371-6379|共9页
  • 作者

    Yong-Yuan Gui; Jian Yang; Liang-Wen Qi; Xiao Wang; Fang Tian; Xiao-Nian Li; Lin Peng; Li-Xin Wang;

  • 作者单位

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China,University of Chinese Academy of Sciences, Beijing 100039, P.R. China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China,University of Chinese Academy of Sciences, Beijing 100039, P.R. China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China,University of Chinese Academy of Sciences, Beijing 100039, P.R. China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China,University of Chinese Academy of Sciences, Beijing 100039, P.R. China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China;

    State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China;

    Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P.R. China;

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