Abstract

The regiospecific addition of functionalized allylic bromides to terminal alkynes in the presence of zinc furnishes a great variety of highly functionalized 1,4-dienes with moderate to good yields. The synthetic utility of these 1,4-dienes is demonstrated by various cyclization reactions leading to an α-methylene-γ-butyrolactone, to 3,5-difunctionalized piperidines, to a cyclic triester and to 6- or 7-membered phosphorus heterocyclic compounds.

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