N-Methylpiperidine N-Oxide as a Source of Nonstabilized Ylide: A New and Efficient Route to Octahydroindolizine Derivatives

Article abstract of DOI:10.1021/jo00216a020

N-Methylpiperidine N-oxide in the presence of LDA reacts with various nonactivated olefins to give high yields of the corresponding octahydroindolizines.The structure of the nonstabilized ylide intermediate allows the study of the regiochemistry and stereochemistry of this new cycloaddition reaction.