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

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 alpha-ketoesters for the efficient synthesis of chiral 3,4-dihydroquinox-alinones.

Automated summary

The strong coordination between 1,2-diamines and transition metals can hinder or disrupt regular catalytic cycles. In this study, we employed sets of additives to ensure a smooth transformation catalyzed by rhodium complexes and versatile phosphoramidite-phosphine ligands. The tunability of the ligands was fully utilized to accommodate various diamines and alpha-ketoesters for the efficient synthesis of chiral 3,4-dihydroquinox-alinones.