Synthesis of functionalized pyrrolidines from N-(benzylidene)- and N(alkylidene)-homoallylamines

Abstract

N-(Benzylidene)- and N-(alkylidene)-homoallylamines are cyclised by electrophiles, e.g. bromine or phenylselenenyl bromide, and by subsequent reduction to the corresponding 3-functionalised pyrrolidines; the stereochemistry was investigated, and reductive removal of the 3(or 4)-bromo- and 3(or 4)-phenylseleno-substituents was accomplished.