Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (6): 1229-1240.DOI: 10.6023/cjoc201510024 Previous Articles     Next Articles


基于吲哚-3-基甲醇不对称合成光学活性吲哚衍生物研究进展 2017-2018 Awarded

朱帅b, 徐鲁斌b, 王亮a,b, 肖建a,b   

  1. a 荆楚理工学院药物合成与优化湖北省重点实验室荆门 448000;
    b 青岛农业大学化学与药学院青岛 266109
  • 收稿日期:2015-10-21 修回日期:2015-12-15 发布日期:2016-02-01
  • 通讯作者: 王亮, 肖建
  • 基金资助:


Recent Advances in Asymmetric Synthesis of Optically Active Indole Derivatives from 3-Indolylmethanols

Zhu Shuaib, Xu Lubinb, Wang Lianga,b, Xiao Jiana,b   

  1. aHubei Key Laboratory of Drug Synthesis and Optimization, Jingchu University of Technology, Jingmen 448000;
    b College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109
  • Received:2015-10-21 Revised:2015-12-15 Published:2016-02-01
  • Supported by:

    Project supported by the Open Project Program of Hubei Key Laboratory of Drug Synthesis and Optimization Jingchu University of Technology (Nos. OPP2015YB01, OPP2015ZD02), the Talents of High Level Scientific Research Foundation of Qingdao Agricultural University (Nos. 6631112323, 6631115015).

The electrophilic intermediate, vinylogous imine or vinylogous iminium, can be in situ generated from 3-indolyl- methanols under acidic conditions. With the aid of chiral catalysts, miscellaneous nucleophiles can attack these electrophilic intermediates to afford enantioenriched and biologically important 3-substituted indole derivatives. The recent advances of preparation of optically active indole derivatives from 3-indolylmethanols via asymmetric alkylation, asymmetric reduction and asymmetric rearrangement are summarized.

Key words: 3-indolylmethanol, optically active, indole derivatives, asymmetric synthesis