Asymmetric Divergent Synthesis of Miophytocen D, Roridin E, Verrucarin J, and Verrucarol
Abstract Herein, we report a divergent asymmetric synthesis of miophytocen D, roridin E, verrucarin J, and verrucarol. The synthesis features an exo-selective Diels–Alder cycloaddition, a biomimetic chemoselective oxacyclization for tetrahydropyran ring assembly, a conformation-controlled alkene–epoxy cyclization to access divergent molecular scaffolds, and a modular ring-closing metathesis (RCM)-based macrocyclization. This study delivers the first total synthesis of miophytocen D, furnishes hundred-milligram-scale access to verrucarol, and provides chemical support for the proposed biosynthetic transformation.
Authors
- Hong‐Xiang Lou (ORCID: https://orcid.org/0000-0003-3300-1811)
- Ming‐Zhu Zhu (ORCID: https://orcid.org/0009-0009-9704-1215)
- Rongbiao Tong (ORCID: https://orcid.org/0000-0002-2740-5222)
- Zejun Xu (ORCID: https://orcid.org/0000-0002-3885-0524)
- Lingfei Hu (ORCID: https://orcid.org/0000-0001-7287-6800)
- Yan Zong (ORCID: https://orcid.org/0000-0002-1918-6648)
- Zhang‐Qin Xue
- Zong-Xu Gao (ORCID: https://orcid.org/0009-0000-0559-2584)
- Feng-Sheng Jiang
- Wen-Kai Ge
- Jia-Bo Sun
Institutions
- Shandong University (CN)
- Hong Kong University of Science and Technology (HK)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2026-09-30
- DOI
- https://doi.org/10.1021/jacs.6c14997
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00