𝔖 Bobbio Scriptorium
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Syntheses and Odor Descriptions of Cyclopropanated Compounds. Part 5 : Analogs of Methyl Jasmonate to Fix the Relative Configuration of the Two Side Chains

✍ Scribed by Hiromasa Kiyota; Shin-ya Takigawa; Shigefumi Kuwahara


Publisher
John Wiley and Sons
Year
2004
Tongue
German
Weight
135 KB
Volume
87
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Analogs of methyl jasmonate (=methyl (1__R__*,2__R__*)‐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.