Total Synthesis of (+)-Ansatrienol K
The first total synthesis of ansatrienol K, a novel trienomycin congener featuring a diene moiety within its 19-membered macrolactam ring, is reported. Key steps include two sequential palladium-catalyzed cross-coupling reactions for constructing the trisubstituted benzene ring and two distinct strategies for assembling the C6-C18 fragment. A Co<sub>2</sub>(CO)<sub>8</sub>-catalyzed carbonylative epoxide ring-opening provided the diene fragment, while late-stage Stewart-Grubbs catalyst-mediated diene-ene ring-closing metathesis (RCM) enabled efficient macrocyclization.
Authors
- Jin‐Ming Gao (ORCID: https://orcid.org/0000-0003-4801-6514)
- Hong‐Dong Hao (ORCID: https://orcid.org/0000-0002-9236-3727)
- Peng Zhao (ORCID: https://orcid.org/0000-0003-0899-7303)
- Zhao Yuan (ORCID: https://orcid.org/0000-0001-7598-7821)
- Li Ren (ORCID: https://orcid.org/0000-0003-0604-9166)
- Hui Li (ORCID: https://orcid.org/0000-0002-7514-6712)
- Jun Ma (ORCID: https://orcid.org/0000-0002-4870-7545)
- Gang Sheng
- Zhong Wan
Institutions
- Peking University (CN)
- Northwest A&F University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-02
- DOI
- https://doi.org/10.1021/acs.joc.5c00383
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Scientific Startup Foundation for Doctors of Northwest A and F University
- Natural Science Basic Research Program of Shaanxi Province