THE HYDROALUMINATION OF ω-TERBUTOXY ALKYNES AN EASY ACCESS TO ω-HYDROXY ALKENYL IODIDES APPLICATION TO THE SYNTHESIS OF DIENIC INSECT PHEROMONES

Article abstract of DOI:10.1016/S0040-4039(00)82315-1

In contrast to classically protected ω-hydroxy alkynes, ω-terbutoxy alkynes undergo smooth hydroalumination with DIBAL-H.The obtained E or Z alkenyl alanes are iodinated leading to E or Z alkenyl iodides.The ω-terbutoxy group is easily converted into an acetate.The latter compounds are useful synthons for the synthesis of insect pheromones as examplified with two cases.