Abstract
Aucubinine A, a monoterpene alkaloid isolated from the metabolites of aucubin in the presence of human intestinal bacteria, has been synthesized from 4-hydro-5-hydroxyl-3-methylidene-5H-cyclopentadieno[2,1-c]pyridine (6) in 30% overall yield. Hydroboration followed by oxidation in basic medium converted 6 to diastereomeric diols 7, which were subjected to selective benzylic oxidation to form aucubinine A.
| Original language | English |
|---|---|
| Pages (from-to) | 1429-1431 |
| Number of pages | 3 |
| Journal | Chinese Journal of Organic Chemistry |
| Volume | 24 |
| Issue number | 11 |
| State | Published - Nov 2004 |
| Externally published | Yes |
Keywords
- Aucubinine A
- Cyclopentadieno[2,1-c]pyridine
- Monoterpene alkaloid
- Synthesis