Abstract
Only eight steps were required for the total synthesis of (+)-citreoviral (3) from chiral imide 1 in 18% overall yield. The key steps included a highly anti-selective aldol reaction, the stereoselective iodolactonization of a γ,δ-unsaturated β-hydroxyimide, and an intramolecular S N2 reaction of a tertiary alcohol to form intermediate 2.
| Original language | English |
|---|---|
| Pages (from-to) | 3175-3177 |
| Number of pages | 3 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 43 |
| Issue number | 24 |
| DOIs | |
| Publication status | Published - 2004 Jun 14 |
| Externally published | Yes |
Keywords
- Alcohols
- Aldol reaction
- Lactones
- Natural products
- Total synthesis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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Cite this
Murata, Y., Kamino, T., Aoki, T., Hosokawa, S., & Kobayashi, S. (2004). Highly efficient total synthesis of (+)-citreoviral. Angewandte Chemie - International Edition, 43(24), 3175-3177. https://doi.org/10.1002/anie.200454212