Synthetic Studies toward Pseudolaric Acids:Radical Cyclization to Form Bridged Scaffold  

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作  者:Yujie Niu Minggui Lin Hao Cui Yanji Huang Yang Shen Yandong Zhang 

机构地区:[1]State Key Laboratoryof Physical Chemistry of Solid Surfaces,Key Laboratory of Chemical Biology of Fujian Province,icHEM,College of Chemistryand Chemical Engineering,Xiamen University,Xiamen,Fujian 361005,China

出  处:《Chinese Journal of Chemistry》2024年第15期1699-1705,共7页中国化学(英文版)

基  金:the National Natural Science Foundation of China(Nos.22071205,22301251 and 21772164);China Postdoctoral Science Foundation(2023M732942),NFFTBS(J1310024);NCETFJ,and PCSIRT is acknowledged;the financial support(No.202005)from State Key Laboratory of Elemento-Organic Chemistry,Nankai University.

摘  要:Pseudolaric acids are a family of diterpenoid natural products that exhibit a broad spectrum of biological activities.The main structural feature of their framework is a trans-fused perhydroazulene bearing a bridged lactone positioned at the junction of the rings.Herein,we have developed a radical cyclization strategy that allows flexible tuning of the cyclization process through diverse silicon substitutions on the substrates.This strategy can assist in constructing a series of skeletons with structural resemblance to pseudolaric acids and expedites the construction of the bridged lactone.Finally,it facilitates the synthesis of the entire skeletal structure of the pseudolaric acidfamily of natural products,excludingthe B-ringfunctionalization.

关 键 词:TERPENOIDS Total synthesis Radical cyclization Bridged cycles Regioselectivity 

分 类 号:O62[理学—有机化学]

 

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