Reaction of 1-iodoalkynes with allylzirconiums: Generation of alkylidene carbenoid via allylzirconation

Article abstract of DOI:10.1016/S0040-4039(99)00296-8

Allylzirconium species, generated by hydrozirconation of allenes, react with 1-iodoalkynes in the presence of methylaluminoxane (MAO) to give the substitution products of the iodide by an allyl group. Labelling study for 2- (iodoethynyl)naphthalene suggested that the reaction involves allylzirconation of iodoalkynes to generate an alkylidene carbenoid that undergoes 1,2-rearrangement.