Synthesis of Pyrethroids and Jasmonoids through Palladium-Catalyzed Cross-Coupling Reactions

Abstract

The synthesis of jasmone and related jasmonoids and pyrethroids is described. These types of compounds play a defensive role in plants, and share a cyclopentenone common core, with variations in its side chains. Jasmone, cinerone, allylrethrone and derivatives are synthesized through π-allyl palladium cross coupling of stannane derivatives. By selective hydrogenation dihydrojasmone and dihydrocinerone are also synthesized.