An efficient protocol to synthesize axially chiral compounds via kinetic resolution by Pd(II)-catalyzed direct C H iodination was realized (up to s = 27). The iodide product could be easily transformed to aryl-substituted pyridine N-oxides via the Suzuki Miyaura coupling, which proved to be a suitable catalyst in asymmetric allylation of benzaldehyde with allyltrichlorosilane.
Gao DW,Gu Q,You SL. Pd(II)-Catalyzed Intermolecular Direct C-H Bond Iodination: An Efficient Approach toward the Synthesis of Axially Chiral Compounds via Kinetic Resolution[J]. ACS Catal.,2014,4(8):2741-2745.