Bioinspired Synthesis of Microstegiol and Biosynthetically Related Skeleton-Rearranged Abietanes
We report a bioinspired synthesis of microstegiol and biosynthetically related skeleton-rearranged abietane diterpenoids from commercially available carnosic acid. The strategy features a Wagner-Meerwein type methyl migration followed by several cascade transformations, enabling the divergent synthesis of five abietane diterpenoids, including viridoquinone, prattinin A, saprorthoquinone, microstegiol, and 1-deoxyviroxocin.
Authors
- Wengui Wang (ORCID: https://orcid.org/0000-0003-3702-6901)
- Jun Deng (ORCID: https://orcid.org/0000-0002-7463-1329)
- Lu Chen (ORCID: https://orcid.org/0000-0002-0551-4751)
- Gang Xu (ORCID: https://orcid.org/0000-0001-7561-104X)
- Ling Huang (ORCID: https://orcid.org/0000-0001-8577-8054)
- Peng Wang (ORCID: https://orcid.org/0000-0003-0788-6687)
- Fan Xia (ORCID: https://orcid.org/0000-0002-8262-3417)
Institutions
- Kunming Institute of Botany (CN)
- Nankai University (CN)
- University of Jinan (CN)
- Yunnan University of Traditional Chinese Medicine (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c00033
- Citations
- 5
- Primary Topic
- Biological Activity of Diterpenoids and Biflavonoids
- Type
- article
- Field-Weighted Citation Impact
- 4.03
Funders
- National Natural Science Foundation of China
- Nankai University
- Fundamental Research Funds for the Central Universities