Department of Chemistry and Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, Fujian, China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, Gansu, China.
Angew Chem Int Ed Engl. 2021 Apr 12;60(16):8827-8831. doi: 10.1002/anie.202015898. Epub 2021 Mar 8.
The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.
过渡金属催化和有机催化的结合为化学家提供了越来越多的机会，实现各种前所未有的化学转化。通过将铱与手性硫脲催化结合，化学家们首次实现了仲酰胺的直接对映选择性还原氰化和膦酰化反应，从而合成了对映体富集的手性α-氨基腈和α-氨基膦酸酯。该方法高效且对映选择性高，为从简单易得的原料合成具有光学活性的α-官能化胺提供了一条新途径。此外，该反应具有可扩展性，且硫脲催化剂可回收再利用。
