Castanea synthesis

The ate complex (2) of allyl phenyl selenide reacts somewhat less regioselectively than 1. Even so, it was useful for a synthesis of the pheromone (3) of Diparopsis castanea (equation II).2... 

Hammes K., R.J. Smemik, J.O. Skjemstad, A. Herzog, U.F. Vogt, M.W.I. Schmidt (2006). Synthesis and characterisation of laboratory-charred grass straw (Oryza sativa) and chestnut wood (Castanea sativa) as reference materials for black carbon quantification. Org. 

The 1-phenoxyoctadiene can be used for the synthesis of 12-acetoxy-l,3-dodecadiene (Equation 12), a pheromone of Diparopsis castanea [13]. In this synthesis, the elimination of the phenol yields the required conjugated diene system. 

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