Convergent Total Synthesis of (−)-Calidoustene
The first total synthesis of the sesterterpenoid (-)-calidoustene has been accomplished, featuring a stereoselective Michael/aldol cascade to construct the <i>trans</i>-hydrindane backbone, a tandem Pummerer/Sakurai cyclization to establish the bicyclo[3.2.1]octane framework, a metallaphotoredox enone coupling followed by MHAT-initiated cyclization to forge the congested central C-ring, and late-stage functionalization via Cu-catalyzed desaturation and diimide reduction.
Authors
- Shao‐Hua Wang (ORCID: https://orcid.org/0000-0002-4347-8245)
- Xiaoming Chen (ORCID: https://orcid.org/0000-0001-5998-0072)
- Hongyu Wang (ORCID: https://orcid.org/0000-0002-1564-0129)
- Ziqi Liu (ORCID: https://orcid.org/0000-0003-4109-4245)
- Dao‐Yong Zhu (ORCID: https://orcid.org/0000-0001-7094-8700)
- Hao Ling (ORCID: https://orcid.org/0000-0002-7796-5308)
- Weidong Yao
- Shengyong Zhang (ORCID: https://orcid.org/0000-0003-0255-6128)
- Hufeng Zheng
Institutions
- Peking University Shenzhen Hospital (CN)
- Genomics (United Kingdom) (GB)
- Lanzhou University (CN)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2025-04-29
- DOI
- https://doi.org/10.1021/jacs.5c03983
- Citations
- 8
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 7.49
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China
- Fundamental Research Funds for the Central Universities
- Science and Technology Program of Gansu Province