Synthesis of Tetradecapentaenoic Acid Derivatives
- Authors: Kolodyazhnaya A.O.1, Kolodyazhny O.I.1
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Affiliations:
- V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine
- Issue: Vol 89, No 10 (2019)
- Pages: 1998-2004
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223106
- DOI: https://doi.org/10.1134/S1070363219100037
- ID: 223106
Cite item
Abstract
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.
About the authors
A. O. Kolodyazhnaya
V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine
Email: olegkol321@gmail.com
Ukraine, ul. Murmanskaya 1, Kiev, 02094
O. I. Kolodyazhny
V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine
Author for correspondence.
Email: olegkol321@gmail.com
Ukraine, ul. Murmanskaya 1, Kiev, 02094