Abstract
A stereocontrolled synthesis of the GHIJ-ring fragment having a side chain of gambieric acids, which are potent antifungal polycyclic ether natural products, has been achieved. The synthesis features convergent assembly of the tetracyclic polyether skeleton by using aldol coupling and stereoselective construction of the J-ring side chain by a cerium chloride-promoted Julia-Kocienski reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 548-551 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 52 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2011 Jan 26 |
Keywords
- Aldol coupling
- Gambieric acids
- Julia-Kocienski reaction
- Polycyclic ethers
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Tsubone, K., Hashizume, K., Fuwa, H., & Sasaki, M. (2011). Studies toward the total synthesis of gambieric acids: Convergent synthesis of the GHIJ-ring fragment having a side chain. Tetrahedron Letters, 52(4), 548-551. https://doi.org/10.1016/j.tetlet.2010.11.127