Scalable synthesis of (±)-gregatin A <i>via</i> a 1,3-dipolar cycloaddition strategy
A 6-step gram-scale synthesis of the fungal polyketide (±)-gregatin A is described. The synthetic route features an intermolecular 1,3-dipolar cycloaddition, a Mo-mediated disconnection of the isoxazole skeleton, and an acid-mediated deprotection/enamine hydrolysis and hemiketalization cascade.
Authors
- Xianwen Long (ORCID: https://orcid.org/0000-0002-7286-1542)
- Yaqiu Zhao
- Xiaoli Zhao (ORCID: https://orcid.org/0000-0003-2669-9908)
- Yiming Ding (ORCID: https://orcid.org/0000-0002-1138-8990)
- Jun Deng (ORCID: https://orcid.org/0000-0002-7463-1329)
- Chunlei Qu
Institutions
- Yunnan University (CN)
- Chinese Academy of Medical Sciences & Peking Union Medical College (CN)
- Nankai University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d4ob02108h
- Citations
- 2
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- China Postdoctoral Science Foundation
- Fundamental Research Funds for the Central Universities