Abstract
The four stereoisomers of 4,8-dimethyldecanal were synthesized employing organometallic or electrolytic coupling reactions as the key-step. The response of the red flour beetle, Tribolium castaneum, to the (4R, 8R)-isomer was identical with that to the natural pheromone, while other isomers induced only very weak or no responses. The (4R, 8R)-isomer is therefore the natural pheromone.
| Original language | English |
|---|---|
| Pages (from-to) | 2439-2444 |
| Number of pages | 6 |
| Journal | Tetrahedron |
| Volume | 39 |
| Issue number | 14 |
| DOIs | |
| Publication status | Published - 1983 |
| Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Mori, K., Kuwahara, S., & Ueda, H. (1983). Synthesis of all of the four possible stereoisomers of 4,8-dimethyldecanal, the aggregation pheromone of the flour beetles. Tetrahedron, 39(14), 2439-2444. https://doi.org/10.1016/S0040-4020(01)91971-4