Asymmetric Synthesis of the Tetracyclic Core of Venezuelaene B
A concise and efficient approach for the asymmetric synthesis of the tetracyclic core of venezuelaene B is described. Its uncommon and synthetically challenging [5-5-6-7] tetracyclic skeleton was constructed via a mild acid-promoted type I [5+2] cycloaddition, followed by a diastereoselective intramolecular Pauson-Khand reaction. The described chemistry establishes the feasibility of constructing the [5-5-6-7] tetracyclic core and several desired stereocenters (C2, C10, C11, and C14) of the final product.
Authors
- Jianwei Sun (ORCID: https://orcid.org/0000-0002-2470-1077)
- Louxi Chen
- Chuang‐Chuang Li (ORCID: https://orcid.org/0000-0003-4344-0498)
- Junyang Liu (ORCID: https://orcid.org/0000-0002-4622-5200)
- Chen‐Yu Zhang (ORCID: https://orcid.org/0000-0002-7329-7162)
Institutions
- Hong Kong University of Science and Technology (HK)
- Southern University of Science and Technology (CN)
- Advanced Research Institute (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-01
- DOI
- https://doi.org/10.1021/acs.orglett.5c00301
- Citations
- 2
- Primary Topic
- Traditional and Medicinal Uses of Annonaceae
- Type
- article
- Field-Weighted Citation Impact
- 2.22
Funders
- National Natural Science Foundation of China
- Guangdong Provincial Key Laboratory Of Catalysis
- National Key Research and Development Program of China
- State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources