Asymmetric aldol condensation as a route to polypropionate derived pheromones

Article abstract of DOI:10.1016/0968-0896(96)00021-1

The synthesis of the polypropionate-derived pheromones sitophilate (1) and sitophilure (2) are described using an asymmetric aldol condensation as the key step to adduct 6; compound 6 was smoothly converted to the antipodes of each pheromone. This procedure can be expanded to more complicated structures with the same type of syn configuration such as stegobinone (3) and serricornin (4).