Published in
Sociedade Brasileira de Química, SBQ, Journal of the Brazilian Chemical Society, 6(15), p. 809-812, 2004
DOI: 10.1590/s0103-50532004000600004
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A short and efficient enantioselective synthesis of (+) and (-)-(Z)-7,15-hexadecadien-4-olide. The sex pheromone of the Yellowish Elongate Chafer, Heptophylla picea
Journal article published in 2004 by
Giuliano C. Clososki 
,
Luis C. Ricci,
Carlos E. Costa,
João V. Comasseto
,
Luis C. Ricci,
Carlos E. Costa,
João V. Comasseto
This paper is made freely available by the publisher.
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Abstract
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.