Catalytic enantioselective ring-opening reaction of meso-aziridines with α-isothiocyanato imides

摘要

Open up your chemistry! By using cinchonine-based trimeric quaternary ammonium salts as catalysts, meso-aziridines can be ring-opened, in an enantioselective manner, through nucleophilic addition of the sulfur atom of α-isothiocyanato imides (see scheme; PG=protecting group). This synthetic method provides an efficient way to access useful chiral β-aminothiooxazole compounds.