Synthesis of chiral non-racemic 2-arylpyrrolines by a [3 + 2] cycloaddition route

Article abstract of DOI:10.1016/0040-4039(96)01176-8

A new and efficient diastereoselective (upto 76% de) synthesis of 2-aryl-3-pyrroline derivatives 3a-f has been achieved by [3 + 2] cycloaddition of allylsulfone 1 and non-racemic sulfinimines 2. Separation of the diastereomers led to optically pure 2(R)-pyrrolines (62-72% yield). The N-sulfinyl auxiliary can be removed with TFA.