Pheromone synthesis, CLXXVIII: Synthesis of (-)-exo-isobrevicomin and its (-)-endo isomer, the components of the male-produced volatiles of the mountain pine beetle, Dendroctonus ponderosae

Article abstract of DOI:10.1002/jlac.199719970209

(-)-exo-Isobrevicomin {(1S,5R,7S)-(-)-5-ethyl-7-methyl-6,8-dioxabicyclo[3.2.1]octane (1)} and its (-)-endo isomer [(1S,5R,7R)-2] were synthesized by employing the acetylenic acetal 7 as the common intermediate and by using the Sharpless asymmetric dihydro