Organocatalytic electrophilic amination of benzoyl butyrolactones with azodicarboxylates was demonstrated to highly efficiently prepare quaternary carbon stereocenter-bearing alpha-amino-gamma-butyrolactones, key framework in numerous bioactive compounds. The squaramide C3 realized the highest yield (99%) and enantioselectivity (93%).(c) 2022 Elsevier Ltd. All rights reserved.