Citation: Yang Baochao, Gao Shuanhu. Application of Photochemical Rearrangement of Santonin in Total Synthesis of Complex Natural Terpenoids[J]. Acta Chimica Sinica, ;2018, 76(3): 161-167. doi: 10.6023/A17120537 shu

Application of Photochemical Rearrangement of Santonin in Total Synthesis of Complex Natural Terpenoids

Yang Baochao ^a ,
Gao Shuanhu ^a,b,,

a.
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, Shanghai 200062
b.
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062

Corresponding author: Gao Shuanhu, shgao@chem.ecnu.edu.cn
Received Date: 11 December 2017
Available Online: 26 March 2018
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21422203, 21772044), the National Young Top-Notch Talent Support Program and the Fundamental Research Funds for the Central Universitiesthe National Natural Science Foundation of China 21772044the National Natural Science Foundation of China 21422203

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Terpenoids represent one of the largest and most diverse classes of secondary metabolites and widely exist in nature. Among them, sesquiterpene lactones are ubiquitous in a variety of medicinal plants, which are the main active ingredients of many traditional Chinese herbal medicines. However, it is extremely challenging to accomplish the total synthesis of these natural compounds. Photochemical rearrangement of santonin is an effective strategy to construct the guaianolide skeleton. Furthermore, as a renewable natural resource, santonin was extensively used in natural product total synthesis, especially complex terpenoids. In this review, a brief overview of application of photochemical rearrangement of santonin in total synthesis of natural terpenoids is presented, which mainly includes:(1) the synthesis of sesquiterpene and its oligomers, and (2) the core structure construction of some diterpenoids.
- photochemical,
- rearrangement of santonin,
- sesquiterpene lactone,
- natural product,
- total synthesis
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