Synthesis of All Four Isomers of Disparlure Using Osmium-Catalyzed Asymmetric Dihydroxylation.

Article abstract of DOI:10.1016/S0040-4039(00)79002-2

(+)-Disparlure, the sex attractant emitted by the female gypsy moth, Porthetria dispar (L.), and its (-)-enantiomer were synthesized in 43percent yield and >99percent ee, starting from undecanal and using the asymmetric dihydroxylation (AD) reaction.Similarly, the two trans-isomers of disparlure were synthesized in 51percent yield and 95percent ee.