Abstract
Analogs of methyl jasmonate (=methyl (1R*,2R*)-3-oxo-2-[(Z)- pent-2-enyl]cyclopentaneacetate; MJA) bearing a cyclopropane ring, double bond, or a F-substituent were synthesized, and their odor characteristics were examined. Most of the analogs with the same stereochemical properties as methyl epijasmonate showed odor properties superior to MJA. Interestingly, the enol acetate of MJA had a diffusive orchid-like note.
| Original language | English |
|---|---|
| Pages (from-to) | 1854-1859 |
| Number of pages | 6 |
| Journal | Helvetica Chimica Acta |
| Volume | 87 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - 2004 Aug 24 |
ASJC Scopus subject areas
- Catalysis
- Biochemistry
- Drug Discovery
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
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Cite this
Kiyota, H., Takigawa, S. Y., & Kuwahara, S. (2004). Syntheses and odor descriptions of cyclopropanated compounds part 5. Analogs of methyl jasmonate to fix the relative configuration of the two side chains. Helvetica Chimica Acta, 87(7), 1854-1859. https://doi.org/10.1002/hlca.200490164