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Stereospecific Synthesis of Two Isomers of (4,8) - Dimethyldecanal: The Aggregation Pheromone of Tribolium spp

By Zarbin Paulo H.G., Cruz Wellington de O. and Ferreira J. Tércio B.


A straightforward stereospecific synthesis of two stereoisomers, (4R, 8S) and (4S, 8S), of 4,8-dimethyldecanal (1), out of four possible isomers, is described. The key step employs the coupling reaction of tosylates (3) and (3a), which are obtained from (R)- and (S)- citronellol, with the chiral Grignard reagent prepared from comercial (S)-(+)-1-bromo-2-methylbutane (4)

Topics: 4,8-dimethyldecanal, Tribolium spp, asymmetric synthesis, pheromone, Chemistry, QD1-999, Science, Q, DOAJ:Chemistry (General), DOAJ:Chemistry
Publisher: Sociedade Brasileira de Química
Year: 1998
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