Total syntheses of dehydrobotrydienal, dehydrobotrydienol and 10-oxodehydrodihydrobotrydial  

Total syntheses of dehydrobotrydienal, dehydrobotrydienol and 10-oxodehydrodihydrobotrydial

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作  者:Zichun Zhang Dandan Zhao Yingdong He Zhen Yang Jianxian Gong 

机构地区:[1]State Key Laboratory of Chemical Oncogenomics,Key Laboratory of Chemical Genomics,Peking University Shenzhen Graduate School,Shenzhen 518055,China [2]Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science(BNLMS),and Peking-Tsinghua Center for Life Sciences,Peking University,Beijing 700877,China

出  处:《Chinese Chemical Letters》2019年第8期1503-1505,共3页中国化学快报(英文版)

基  金:supported by the National Natural Science Foundation of China (Nos. 21772008, 21632002 and U1606403);Natural Science Foundation of Guangdong Province (No. 2016A030306011);Shenzhen Basic Research Program (Nos. JCYJ20170818090044432 and JCYJ20160226105337556);Qingdao National Laboratory for Marine Science and Technology (No. LMDBKF201703)

摘  要:In this paper,we report the concise total syntheses of three botryane sesquiterpenoids:dehydrobotrydienal,dehydrobotrydienol,and 10-oxodehydrodihydrobotrydial.The key transformations include tandem Co-tetramethylthiourea-catalyzed Pauson–Khand and 6π-electrocyclization reactions to forge the tricyclic core structure of the botryanes,and further oxidative aromatization and oxidation to complete the total syntheses.In this paper, we report the concise total syntheses of three botryane sesquiterpenoids: dehydrobotrydienal, dehydrobotrydienol, and 10-oxodehydrodihydrobotrydial. The key transformations include tandem Co-tetramethylthiourea-catalyzed Pauson–Khand and 6π-electrocyclization reactions to forge the tricyclic core structure of the botryanes, and further oxidative aromatization and oxidation to complete the total syntheses.

关 键 词:TOTAL SYNTHESIS Botryanes Pauson-Khand REACTION Electrocyclic REACTIONS NATURAL PRODUCTS 

分 类 号:O62[理学—有机化学]

 

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