Total synthesis of (±)-simonsol C using dearomatization as key reaction under acidic conditions
The total synthesis of (±)-simonsol C was accomplished using a dearomatization under acidic conditions as key step to construct an aryl-containing quaternary center. The 6/5/6 benzofuran unit was formed through reductive elimination with Zn/AcOH and a spontaneous oxy-Michael addition. This synthesis consists of 8 steps and achieves an overall yield of 13%, making it the shortest known route.
Authors
- Hong‐Bo Qin (ORCID: https://orcid.org/0000-0003-2603-9520)
- Xiaoyang Bi (ORCID: https://orcid.org/0009-0008-3241-5821)
- Yongming Chuan (ORCID: https://orcid.org/0000-0003-3394-8618)
- Xiao-Shuai Yang
- Shanshan Chen (ORCID: https://orcid.org/0009-0006-1774-5836)
- Jia-Jun Sui
- Zhao-Nan Cai
Institutions
- Minzu University of China (CN)
Publication Details
- Journal
- Beilstein Journal of Organic Chemistry
- Published
- 2025-03-17
- DOI
- https://doi.org/10.3762/bjoc.21.47
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00