The construction of chiral aza-quaternary carbon centers via C–N bond formation has been achieved by a palladium-catalyzed asymmetric carbonylative Heck reaction of o-iodoanilines with allenes, providing chiral dihydroquinolinone derivatives with moderate to high yield and enantiomeric ratio (er). The er could be improved to 99/1 through the recrystallization of the isolated products. Adding o-iodoaniline into the reaction by syringe pump was crucial to diminish the side reactions of reactive o-iodoanilines and improve the chemoselectivity. Utilizing the chirality induction of an assembled aza-quaternary stereogenic center, molecules bearing vicinal chiral quaternary carbon centers or multiple chiral centers can be rapidly prepared.

中文翻译：

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通过邻碘苯胺与丙二烯的对映选择性羰基Heck反应构建手性氮杂-季碳中心

通过C-N键形成手性氮杂-季碳中心的方法是通过钯催化邻位碘苯胺与烯丙基的不对称羰基Heck反应，从而提供中等至高收率和对映体比（er）的手性二氢喹啉酮衍生物。通过分离产物的重结晶，er可以提高到99/1。通过注射泵向反应中添加邻碘苯胺对于减少反应性邻碘苯胺的副反应和提高化学选择性至关重要。利用组装的氮杂-四元立体中心的手性诱导，可以快速制备带有邻近手性四元碳中心或多个手性中心的分子。