I. Ciocantarta et al., EXOHORMONE AND ENDOHORMONE - XVII - SYNTHESIS OF RACEMIC 5,9-DIMETHYL-HEPTADECANE, THE SEX-PHEROMONE FOR THE LEAFMINER MOTH LEUCOPTERA-SCITELLA, Revue roumaine de chimie, 43(3), 1998, pp. 215-219
The paper describes two practical syntheses of 5,9-dimethyl-heptadecan
e, the sex pheromone of the leafminer moth Leucoptera scitella (Lepido
ptera, Lyonetidae). The first route (Scheme 1) involves as key reactio
n the coupling of 2-methyl-hexyl magnesium bromide with 3-methyl-undec
anal. The second route (Scheme 3) is based on the Schlosser-Fouquet co
upling reaction of 2-decyl-magnesium bromide with 4-methyl-octyl bromi
de.