Asymmetric amination of 2-substituted indolin-3-ones catalyzed by natural cinchona alkaloids

Abstract

The natural quinine-catalyzed enantioselective amination of 2-substituted indolin-3-ones with azodicarboxylates has been developed. These reactions provide a broad spectrum of 2,2-disubstituted indolin-3-ones containing a nitrogen-attached quaternary stereocenter at the C2-position in extremely high yields and with excellent enantioselectivities. The readily available catalyst, broad substrate scope, and mild reaction conditions highlight the practical utility of this process.