Synthesis of Strained gamma-Lactams by Palladium(0)-Catalyzed C(sp(3))-H Alkenylation and Application to Alkaloid Synthesis

摘要

A variety of strained alpha-alkylidene-gamma-lactams were synthesized by palladium(0)-catalyzed intramolecular C(sp(3))-H alkenylation from easily accessible acyclic and monocyclic bromoalkene precursors. These lactams are valuable intermediates for accessing various classes of mono- and bicylic alkaloids containing a pyrrolidine ring, as illustrated with the synthesis of an advanced model of the marine natural product plakoridineA and of the indolizidine alkaloid delta-coniceine.