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Application of the Radical Polyene Cyclization Reaction in Natural Product Synthesis

  • Liangcai Yao ,
  • Jinghan Gui
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  • a College of Chemistry and Materials Science, Shanghai Normal University, Shanghai 200233
    b CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
* Corresponding author. E-mail:

Received date: 2022-04-17

  Revised date: 2022-06-02

  Online published: 2022-06-17

Supported by

National Key Research and Development Program of China(2021YFF0502400); National Natural Science Foundation of China(22122112); National Natural Science Foundation of China(21871289); Science and Technology Commission of Shanghai Municipality(21ZR1476400); Shanghai Sailing Program(21YF1456400); Innovation Team and Talents Cultivation Program of National Administration of Traditional Chinese Medicine(ZYYCXTD-202004)

Abstract

Polycyclic compounds, which exist widely in natural products, synthetic drugs, agrochemicals, fine chemicals, etc. have a wide range of biological activities. Therefore, efficient synthesis of polycyclic compounds is an important research direction in organic synthesis. In recent years, free radical cascade cyclization of polyenes has increasingly become a reliable and concise way to construct polycyclic skeletons. However, the research papers on free radical cascade cyclization, especially those initiated by the homolysis of epoxides, have not been summarized. Therefore, this paper mainly reviews the initiation methods of free radical polyene cascade cyclization and its application in the synthesis of polycyclic natural products, with an emphasis on the Ti(III)-mediated free radical cascade cyclization of polyene epoxides.

Cite this article

Liangcai Yao , Jinghan Gui . Application of the Radical Polyene Cyclization Reaction in Natural Product Synthesis[J]. Chinese Journal of Organic Chemistry, 2022 , 42(9) : 2703 -2714 . DOI: 10.6023/cjoc202204044

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