Enantioselective synthesis of a mealybug pheromone with an irregular monoterpenoid skeleton.
The first enantioselective synthesis of a mealybug sex pheromone with an unprecedented monoterpenoid skeleton has been accomplished by using a highly diastereoselective conjugate addition of an organocopper reagent to a gamma-alkyl-alpha,beta-unsaturated ester intermediate as the key step.
Hashimoto
Kosuke
K
Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai 981-8555, Japan.
Morita
Akira
A
Kuwahara
Shigefumi
S
D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis*; D004952:Esters / Q000737:chemistry; D006430:Hemiptera / Q000737:chemistry* / Q000502:physiology; D008956:Models, Chemical; D039821:Monoterpenes / Q000737:chemistry*; D012724:Sex Attractants / Q000138:chemical synthesis*; D013237:Stereoisomerism
D001688:Biological Products; D004952:Esters; D039821:Monoterpenes; D012724:Sex Attractants