Flea beetles sesquiterpene pheromones

Muto, S., Bando, M. and Mori, K. (2004). Synthesis and stereochemistry of the four himachalene-type sesquiterpenes isolated from the flea beetle (Aphthona flava) as pheromone candidates. Eur. J. Org. Chem., 2004,1946-1952. 

Semiochemicals are usually compounds with structures much simpler than that of brevenal. But even with simple compounds, there are possibilities of misassigning their absolute configuration. Male-produced pheromone components of the flea beetle Aphthona flava were isolated and identified in 2001 by Bartelt etal6 They proposed himachalene-type sesquiterpene structures 2—5 (Figure 2) to the components. In 2004, Mori and coworkers synthesized 2-5 and their enantiomers ent-2—mt-S from enantiomers of citronellal, and the... 

In 2001, Bartelt et al. in the USA isolated and identified four himachalene-type sesquiterpenes (A-D, Figure 4.23) as the male-produced aggregation pheromone of the flea beetle (Aphthona flava). In order... 

Sesquiterpene Pheromones from Flea Beetles—Practical Synthesis Based on Standard Methods... 

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