1,2-Diamines as the Amine Sources in Amidation and Rhodium-Catalyzed Asymmetric Reductive Amination Cascade Reactions.

Rongrong Xie, Cungang Liu, Renwei Lin, Runchen Zhang, Haizhou Huang, Mingxin Chang

Organic letters 2022 Aug 12

filter terms:

The sturdy chelation of 1,2-diamines and transition-metals would retard or even interrupt the routine catalytic cycles. In the amidation and asymmetric reductive amination (ARA) cascade reactions of diamines and ketoesters, we deployed sets of additives to ensure a smooth transformation catalyzed by the complexes of rhodium and versatile and highly modular phosphoramidite-phosphine ligands. The tunability of the ligands was fully exploited to accommodate various diamines and α-ketoesters for the efficient synthesis of chiral 3,4-dihydroquinoxalinones.

Citation

Rongrong Xie, Cungang Liu, Renwei Lin, Runchen Zhang, Haizhou Huang, Mingxin Chang. 1,2-Diamines as the Amine Sources in Amidation and Rhodium-Catalyzed Asymmetric Reductive Amination Cascade Reactions. Organic letters. 2022 Aug 12;24(31):5646-5650