New C2 symmetric bis-aziridines efficient synthesis of (2S,5S)-1,6-di(p-toluenesulfonyloxy)-2,5-hexanediol, and (2S,3E,5S)-1,6-di(p-toluenesulfonyloxy)-2,5-hexenediol

Article abstract of DOI:10.1016/0040-4020(95)00533-E

The regioselective tosylation and functionalization of (S,S)-1,2,5,6-hexanetetrol is reported. The reductive aminocyclization of conformationally flexible diazidodiols by PPh₃ leads to C₂ symmetric bis-aziridines and to substituted furans.