Efficient Synthesis of (S,Z)-Dodec-3-en-11-olide (Ferrulactone II) using 2-Carboxyethyltriphenylphosphonium Bromide

The aggregation pheromone component of rusty grain beetle Cryptolestes ferrugineus, ferrulactone II, has been synthesized based on Wittig reaction of the title phosphonium salt with (S)–8–(2-tetrahydropyranyl)oxynonanal readily available, in turn, from (S)-methyloxirane.