Abstract

N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel powder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by the expedient synthesis of 3-demethoxyerythratidinone 5.

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