Stereoselective synthesis of a terpyrrolidine unit, a potential building block for anion recognition

Article abstract of DOI:10.1016/S0040-4039(97)00845-9

The first stereoselective synthesis of a trans-threo-trans-threo-trans terpyrrolidine was achieved. A bidirectional strategy involving double acetylide coupling of two trans-N-BOC-pyrrolidine-aldehydes 3, epimerisation-free hydrogenation and ring closure via a seven-membered cyclic sulfate gives access to the terpyrrolidine scaffold.