Showing papers on "Heck reaction published in 1980"
TL;DR: In this article, the reactions of alkenylboranes with palladium acetate were investigated, and it was shown that alkenyldialkylboranes derived from terminal alkynes can be trapped by allylic chloride to give 1,4-dienes.
Abstract: The reactions of alkenylboranes with palladium acetate were investigated. Alkenyldialkylboranes, derived from terminal alkynes, underwent intramolecular migration reaction in the presence of an equimolar amount of palladium acetate and triethylamine to give (E)-olefins. On the other hand, under the same conditions as above or even in the presence of catalytic amounts of palladium acetate, alkenyldialkylboranes derived from internal alkynes underwent protonolysis reaction to produce (Z)-olefins. An alkenylpalladium intermediate which was presumably involved in the latter reaction was trapped by allylic chloride to give 1,4-dienes.
26 citations