Synthesis of Tetradecapentaenoic Acid Derivatives
- 12 Downloads
A 12-stage method for the stereoselective synthesis of tetradecapentaenoic acid derivatives using phosphoric reagents was developed. The key step in the synthesis is the Z-selective Wittig reaction between sorbaldehyde and triphenylphosphonium (6-methoxycarbonyl)hexanilide, as well as the Ramirez-Corey-Fuchs reaction and the Trost-Kazmaier rearrangement. The synthesized (2E,4E,8Z,10E,12E)-N-isobutyltetradeca-2,4,8,10,12-pentaenamide corresponds to a natural compound called γ-Sanshoöl.
KeywordsWittig reaction Horner-Emmons reaction Ramirez-Corey-Fuchs reaction Trost-Kazmaier rearrangement tetradecapentaenoic acid derivatives
Unable to display preview. Download preview PDF.
Conflict of Interest
No conflict of interest was declared by the authors.