Abstract
Using standard methodology for imidazolidine ring synthesis, new chiral mono- and bis-imidazolinium salts have been prepared in good to excellent yields. The final step involves quaternization and counter anion exchange. These salts show good catalytic activity in aza-Diels-Alder reactions; however, no asymmetric induction was observed. Tested as chiral shift reagents, the bis-imidazolinium salts were able to resolve the 19F and 1H NMR signals belonging to the two enantiomers of the potassium salt of Mosher’s acid.
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