Xie Rongrong, Liu Cungang, Lin Renwei, Zhang Runchen, Huang Haizhou, Chang Mingxin
College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi 712100, China.
College of Plant Protection, Shaanxi Research Center of Biopesticide Engineering & Technology, Northwest A&F University, Yangling, Shaanxi 712100, China.
Org Lett. 2022 Aug 12;24(31):5646-5650. doi: 10.1021/acs.orglett.2c01728. Epub 2022 Aug 2.
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.
1,2 - 二胺与过渡金属的强螯合作用会阻碍甚至中断常规催化循环。在二胺与酮酯的酰胺化和不对称还原胺化（ARA）串联反应中，我们使用了一系列添加剂，以确保铑与多功能且高度模块化的亚磷酰胺 - 膦配体形成的配合物催化反应顺利进行。充分利用配体的可调性，以适应各种二胺和α - 酮酯，从而高效合成手性3,4 - 二氢喹喔啉酮。
