Developing a route towards palustrine synthesis

Abstract: Palustrine, a piperidine alkaloid, was retrosynthetically analyzed and two branches of a route to a key intermediate aziridine tried – namely, nitrene formation through UV irradiation and 1,3-dipolar cycloaddition. Neither approach gave any positive results. After this the synthesis of a model compound was attempted, but ran into unexpected problems with performing radical terminal bromination of sorbates. The project overall achieved no notable positive results.