Karakaplan, MehmetJameel, Basam2024-04-242024-04-2420160957-4166https://doi.org/10.1016/j.tetasy.2016.05.009https://hdl.handle.net/11468/16114A series of amino alcohol imides 2-8 have been synthesized from commercially available starting materials by regioselective ring opening reaction of epoxides with chiral amines. Compounds 2-8 were tested as chiral solvating agents (CSAs) for enantiomeric discrimination of biological important carboxylic acids. C-2-Symmetric (S,R,R,S)-3 was found to be a satisfactory CSA for mandelic acid with Delta Delta delta of 24.8 Hz. CSA (S, S)-5 exhibited the best enantiomeric discrimination for alpha-phenyl-alpha-methoxyacetic acid with Delta Delta delta of 32 Hz. Enantiomeric differentiated values found for mandelic acid, o-chloro mandelic acid, ibuprofen and naproxen are 7.2, 4.4, 2 and 3 Hz respectively. (C) 2016 Elsevier Ltd. All rights reserved.eninfo:eu-repo/semantics/closedAccess[No Keyword]Synthesis and application of amino alcohol imides as NMR solvating agents for chiral discrimination of carboxylic acidsSynthesis and application of amino alcohol imides as NMR solvating agents for chiral discrimination of carboxylic acidsArticle2714-15597602WOS:0003804198000012-s2.0-8497687323910.1016/j.tetasy.2016.05.009N/AQ2