A novel synthesis of 2,5-dihydropyrrole derivatives as enantiomerically enriched building blocks

Article abstract of DOI:10.1016/0040-4020(96)00323-7

A general synthesis of optically active 2,5-dihydropyrroles (3-pyrrolines) substituted at the 2-position by a functionalized chain is described. A highly stereoselective intramolecular Michael reaction afforded the five-membered nitrogen rings with an excellent enantiomeric purity. The unsaturation was generated by a retro Diels-Alder reaction.