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 |
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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)