Stereoselective synthesis of insect sex pheromone analogs having a fluorine atom on their double bonds

摘要

Insect sex pheromone analogs having a fluorine atom on their double bonds,(9E,11E)-l-acetoxy-9-fluorotetradecadiene,(10E,12E)-13-fluorohexadecadien-1-ol,(9Z,llE)-l-acetoxy-9-fluorotetradecadiene,(10E,12Z)-13-fluorohexadecadien-l-ol were stereoselectively synthesized using cross-coupling reactions of alkenylboranes with(E)-or(Z)-2-fluoro-l-iodo-l-alkenes,stereoselectively prepared from 1-alkynes by our currently developed methods.