Synthesis and Substitution Reactions of
Matthew A. Cooper and A . David Ward
Australian Journal of Chemistry
50(3) 181 - 188
AbstractAlkyl phenyl selenides derived from the benzeneselenenyl chloride induced cyclization of N-protected pent-4-enylamines can be converted in good yield into the corresponding 2-hydroxymethyl- or 2- alkoxymethyl-substituted pyrrolidines by oxidation to the corresponding selenone, followed by reaction with water (or hydroxide) or with the corresponding alcohol. Details of the reactions and possible mechanisms for the substitution are discussed.
© CSIRO 1997