Asymmetric Synthesis of the Tetracyclic Core of Venezuelaene B

被引:0
|
作者
Chen, Louxi [1 ,2 ]
Zhang, Chao-Han [1 ]
Liu, Junyang [3 ]
Sun, Jianwei [2 ]
Li, Chuang-Chuang [1 ]
机构
[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangming Adv Res Inst, Dept Chem, Shenzhen 518055, Peoples R China
[2] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong 999077, Peoples R China
[3] Wuyi Univ, Sch Pharm & Food Engn, Jiangmen 529020, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
PAUSON-KHAND REACTION;
D O I
10.1021/acs.orglett.5c00301
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise and efficient approach for the asymmetric synthesis of the tetracyclic core of venezuelaene B is described. Its uncommon and synthetically challenging [5-5-6-7] tetracyclic skeleton was constructed via a mild acid-promoted type I [5+2] cycloaddition, followed by a diastereoselective intramolecular Pauson-Khand reaction. The described chemistry establishes the feasibility of constructing the [5-5-6-7] tetracyclic core and several desired stereocenters (C2, C10, C11, and C14) of the final product.
引用
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页数:4
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