Concise Total Synthesis of Streptospherin A
Abstract A practical total synthesis of streptospherin A (1), a cancer stem cell inhibitor, is reported. The key intermediates are obtained stereoselectively in a concise synthesis by a combination of asymmetric allylation and hydroxy-directed stereoselective diboration. These intermediates were coupled via N-acetylcysteamine thioester-mediated Liebeskind–Srogl cross-coupling to achieve the total synthesis of 1.
Authors
- Hideaki Kakeya (ORCID: https://orcid.org/0000-0002-4293-7331)
- Takefumi Kuranaga (ORCID: https://orcid.org/0000-0003-2566-2038)
- Tensei Tokuda
- Taiki Suo
- Rakuto Ohta
Institutions
- Kyoto University (JP)
- Yoshida Biological Laboratry (JP)
- YKK (Japan) (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-09-04
- DOI
- https://doi.org/10.1021/acs.joc.6c01602
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Japan Agency for Medical Research and Development
- SEI Group CSR Foundation
- Japan Society for the Promotion of Science