Publication at Faculty of Science |
2021
Abstract
The organocatalytic amination of pyrazol-5-ones with azodicarboxylates (catalyzed by quinine) is reported. This asymmetric process furnishes enantiomerically enriched hydrazine adducts containing quaternary stereocenters in high yields (74-96 %) and enantioselectivities (up to ee 97 %).
Theoretical calculations allow us to propose the relations between quinine catalyst and reactants leading to observed stereochemical outcome and trends in the effectivity of the reaction.