Rhodium-Catalyzed Highly Enantioselective Arylation of Cyclic Diketimines: Efficient Synthesis of Chiral Tetrasubstituted 1,2,5-Thiadiazoline 1,1-Dioxides

A highly enantioselective rhodium-catalyzed arylation of cyclic diketimines with arylboronic acids was achieved under mild conditions by employing a simple, sulfinamide-based branched olefin ligand. This protocol provides an efficient access to valuable chiral tetrasubstituted 1,2,5-thiadiazoline 1,1-dioxides in high yields with excellent enantioselectivities of up to 99% ee.本工作通过使用一种简便的基于亚磺酰胺的支链烯烃配体，在温和反应条件下实现了环型二酮亚胺与芳基硼酸的高对映选择性铑催化芳基化反应。该合成策略能够高效获取具有重要应用价值的手性四取代1,2,5-噻二唑啉1,1-二氧化物类产物，反应收率优异，对映选择性极佳，最高可达99%对映体过量（enantiomeric excess, ee）。