65781-38-6Relevant articles and documents
Exo- and endohormones. XVII: Synthesis of racemic 5,9-dimethyl-heptadecane, the sex pheromone for the leafminer moth Leucoptera scitella
Ciocan-Tarta, Ilie,Oprean, Ioan,Ghizdavu, Iustin,Pojar-Fenesan, Maria
, p. 215 - 219 (2007/10/03)
The paper describes two practical syntheses of 5,9-dimethyl-heptadecane, the sex pheromone of the leafminer moth Leucoptera scitella (Lepidoptera, Lyonetidae). The first route (Scheme 1) involves as key reaction the coupling of 2-methyl-hexyl magnesium bromide with 3-methyl-undecanal. The second route (Scheme 3) is based on the Schlosser-Fouquet coupling reaction of 2-decyl-magnesium bromide with 4-methyl-octyl bromide.
THE USE OF METHYL SUBSTITUTED CHIRAL SYNTHONS IN THE SYNTHESIS OF PINE SAWFLIES PHEROMONES
Larcheveque, Marc,Sanner, Caroline,Azerad, Robert,Buisson, Didier
, p. 6407 - 6418 (2007/10/02)
The preparation of methyl-substituted synthons of high enantiomerical purities by Claisen transposition, cuprate substitution of secondary optically active alcohols and microbial reduction of β-ketoesters was investigated and applied to the synthesis of (2S,3S,7S) and (2S,3R,7R)-3,7-dimethylpentadecan-2-ol, the pheromones of diprionid species of pine sawflies.
EFFICIENT ASYMMETRIC HYDROGENATIONS OF CAMPHOR-SULTAM-IMIDE-CONJUGATED ALKENES.
Oppolzer, Wolfgang,Mills, Robert J.,Reglier, Marius
, p. 183 - 186 (2007/10/02)
The trisubstituted olefinic bond of sultam-imides 2 was hydrogenated in the presence of Pd/C with >90percent diastereoface discrimination to give after saponification recovered auxiliary 7 and the β-substituted carboxylic acids 5 or 6 in high e.e..