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Articles • J. Braz. Chem. Soc. 15 (6) • Dec 2004 • https://doi.org/10.1590/S0103-50532004000600004   copy

A short and efficient enantioselective synthesis of (+) and (-)-(Z)-7,15-hexadecadien-4-olide: the sex pheromone of the yellowish elongate chafer, Heptophylla picea

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The (R) and the (S) enantiomers of the Z-7,15-hexadecadien-4-olide (4), the sex pheromone of Heptophylla picea, were synthesized. A known lipase-catalysed enantiolactonization in the key step afforded a common precursor for both enantiomers of the pheromone in 92% e.e.

pheromone; Heptophylla picea; lipase

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