Ea. Fontana et al., A SIMPLE SYNTHESIS OF (R)(S)(E)-3,7-DIMETHYL-2-OCTENE-1,8-DIOC ACID, A COPULATION RELEASE PHEROMONE COMPONENT OF THE AZUKI-BEAN WEEVIL, Synthetic communications, 23(20), 1993, pp. 2797-2805
(R)(S)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, (R)(S)(E)-1, also name
d callosobruchusic acid, has been synthetized in five steps using a si
mple reaction sequence based on the zirconium-catalyzed methylaluminat
ion of commercially available 4-pentyn-1-ol, 2a, or its O-tert-butyldi
methylsilyl ether, 2b.