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(S,S)-Me-BI-DIME/Pd(0)-catalyzed ennantioselective C-H functionalization of N-ferrocenyl o-bromo-benzanilides has been realized, affording isoquinolinone-fused ferrocenes with up to 97% ee. The products can be transformed into planar chiral ferrocenyl monophosphines, which demonstrate their preliminary application.