Polyene Cyclization/Mannich Cascade for Streamlined Construction of the A/E/F Tricyclic System of Diterpenoid Alkaloids
The A/E/F tricyclic system characteristic of C<sub>18</sub>-, C<sub>19</sub>-, and denudatine-type C<sub>20</sub>-diterpenoid alkaloids was constructed via a strategically designed polyene cyclization/Mannich cascade. The configurational inversion of the phenyl group at C7 successfully proceeded through a radical cascade process involving sequential 1,5-HAT and intermolecular HAT, ultimately establishing the desired tricyclic system with an β-oriented phenyl group.
Authors
- Jin‐Ming Gao (ORCID: https://orcid.org/0000-0003-4801-6514)
- Zhigang Liu (ORCID: https://orcid.org/0000-0003-4917-7387)
- Yueshen Feng
- Lu Zhang (ORCID: https://orcid.org/0000-0002-9130-8304)
- Ding Li (ORCID: https://orcid.org/0000-0003-3130-6099)
- Shuping Li
- Minhang Chang
Institutions
- Northwest A&F University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-19
- DOI
- https://doi.org/10.1021/acs.orglett.5c01931
- Citations
- 2
- Primary Topic
- Plant-based Medicinal Research
- Type
- article
- Field-Weighted Citation Impact
- 3.11
Funders
- National Natural Science Foundation of China
- Natural Science Basic Research Program of Shaanxi Province