Asymmetric synthesis of the tetracyclic core of bufogargarizin C by an intramolecular [5+2] cycloaddition

被引:10
|
作者
Fan, Jian-Hong [1 ,2 ,3 ]
Hu, Ya-Jian [1 ,2 ,3 ]
Guo, Qiang [2 ,3 ]
Li, Shaoping [1 ]
Zhao, Jing [1 ]
Li, Chuang-Chuang [2 ,3 ]
机构
[1] Univ Macau, Inst Chinese Med Sci, Macau, Peoples R China
[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
[3] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
关键词
ENANTIOSELECTIVE TOTAL-SYNTHESIS; CONVERGENT TOTAL-SYNTHESIS; STEROIDS; OUABAGENIN; CARDENOLIDE; GLYCOSIDES; REDUCTION; ALKALOIDS; ETHERS;
D O I
10.1039/c8qo01089g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise asymmetric synthesis of the core of bufogargarizin C, which contains a synthetically challenging 7/5/6/5-tetracyclic ring system, is reported. This approach features a unique BrOnsted acid-mediated intramolecular [5 + 2] cycloaddition, which is the first example of intramolecular [5 + 2] cycloaddition of an allene moiety mediated by acid.
引用
收藏
页码:22 / 26
页数:5
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