Abstract
This Letter describes synthetic studies on (-)-scabronine A utilizing a new chiral building block successfully prepared via the catalytic asymmetric intramolecular cyclopropanation (IMCP) of an α-diazo-β-keto sulfone. The crucial transformations in this study are the coupling reaction of two fragments between the positions adjacent to a quaternary carbon center, the intramolecular aldol reaction, the C14 hydroxyl-directed hydrogenation, and the ring-expansion reaction to furnish the 5-6-7 tricyclic cyathane skeleton.
| Original language | English |
|---|---|
| Pages (from-to) | 1518-1522 |
| Number of pages | 5 |
| Journal | Tetrahedron Letters |
| Volume | 49 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 2008 Feb 25 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Watanabe, H., & Nakada, M. (2008). Synthetic studies on (-)-scabronine A. Tetrahedron Letters, 49(9), 1518-1522. https://doi.org/10.1016/j.tetlet.2007.12.109