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Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction.

Scott A Shuler, Guoyin Yin, Sarah B Krause, Caroline M Vesper, Donald A Watson
Journal of the American Chemical Society 2016 October 19
The preparation of unsaturated secondary lactams via the palladium-catalyzed cyclization of O-phenyl hydroxamates onto a pendent alkene is reported. This method provides rapid access to a broad range of lactams that are widely useful building blocks in alkaloid synthesis. Mechanistic studies support an aza-Heck-type pathway.

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