Simplified chiral aminolysis of prochiral σ-symmetric dicarboxylic anhydrides with sodium salt of 4(S)-IPTT
Highly enantioselective chiral aminolysis of cis-4-cyclo-hexen-1,2-ylenebis(carboxylic acid) anhydride has been performed by employing sodium salt of 4(R)-isopropyl-1,3-thiazolidine-2-thione in THF-DMSO. Other chiral aminolyses of prochiral σ-symmetric dicarboxylic anhydrides such as cis-cyclobutan-1,2-ylenebis(carboxylic acid) anhydride, meso-2,4-dimethylglutaric anhydride, and 3- [(t-butyldimethylsilyl) oxy] glutaric anhydride were similarly investigated.