Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (2): 328-340.DOI: 10.6023/cjoc201708024 Previous Articles     Next Articles

Special Issue: 碳氢活化合辑2018-2019



肖明艳b, 朱帅b, 沈耀滨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:2017-08-13 修回日期:2017-09-19 发布日期:2017-10-16
  • 通讯作者: 王亮
  • 基金资助:


Construction of Chiral Cyclic Compounds via Asymmetric Cascade[1,n]-Hydride Transfer/Cyclization

Xiao Mingyanb, Zhu Shuaib, Shen Yaobinb, Wang Lianga,b, Xiao Jiana,b   

  1. a Hubei 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:2017-08-13 Revised:2017-09-19 Published:2017-10-16
  • Contact: 10.6023/cjoc201708024
  • Supported by:

    Project supported by the Open Project Program of Hubei Key Laboratory of Drug Synthesis and Optimization Jingchu University of Technology (No. OPP2015ZD02) and the Talents of High Level Scientific Research Foundation of Qingdao Agricultural University (No. 6631115015).

The C (sp3)-H adjacent to heteroatoms can be readily functionalized to C-C, C-N, C-O bonds etc. via cascade[1, n]-hydride transfer/cyclization, which shows high potency to construct 5-membered, 6-membered and all carbon rings. This intriguing cascade process can be employed to synthesize common skeletons of significant natural products and pharmaceutical molecules. Chiral amines, Lewis acids and Brønsted acids have been successfully utilized to catalyze the asymmetric cascade reaction.

Key words: C (sp3)-H functionalization, cascade reaction, [1,n]-hydride transfer/cyclization, asymmetric catalysis, heterocyclic compound