Citation: Zhang Zichun, Zhao Dandan, He Yingdong, Yang Zhen, Gong Jianxian. Total syntheses of dehydrobotrydienal, dehydrobotrydienol and 10-oxodehydrodihydrobotrydial[J]. Chinese Chemical Letters, ;2019, 30(8): 1503-1505. doi: 10.1016/j.cclet.2019.03.033 shu

Total syntheses of dehydrobotrydienal, dehydrobotrydienol and 10-oxodehydrodihydrobotrydial

Zhang Zichun ^a ,
Zhao Dandan ^a ,
He Yingdong ^a ,
Yang Zhen ^a,b,*, ,
Gong Jianxian ^a,*,

a.
State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China
b.
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 100871, China

zyang@pku.edu.cn

gongjx@pku.edu.cn

Received Date: 21 February 2019
Revised Date: 15 March 2019
Accepted Date: 18 March 2019
Available Online: 21 August 2019

Figures(2)

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.
- Total synthesis,
- Botryanes,
- Pauson-Khand reaction,
- Electrocyclic reactions,
- Natural products
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