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Pd(0)-catalyzed intramolecular C-H alkenylation was achieved with excellent yields and enantioselectivity for the construction of planar chiral ferrocenes. It is compatible with a broad range of substrates and various functional groups. Notably, the enantioselective and diastereoselective synthesis of planar chiral ferrocenes was realized by cascade C-H arylation and alkenylation reaction for the first time. Additionally, the product was easily converted into a N,O-bidentate ligand, showing promising chiral induction in asymmetric alkynylation of 1-naphthaldehyde. [ABSTRACT FROM AUTHOR]

A highlyefficient synthesis of planar chiral ferrocenylpyridinederivatives via Pd-catalyzed intramolecular C–H arylation wasdeveloped, and quantitative yields and excellent enantioselectivitywere obtained for a wide range of substrates. Notably, the catalystloading could be lowered to 0.2 mol %, which represents the highestcatalytic efficiency found for asymmetric C–H bond activation(TON up to 495). These compounds could be easily transformed to pyridine N-oxides, displaying promising catalytic reactivity in the asymmetric opening of meso-epoxide. Moreover, computational investigations wereconducted to clarify the origin of the excellent enantioselectivity.The compatibility of large-scale synthesis and low catalyst loadingshould enhance the practicality of the synthetic application of thecurrent method. [ABSTRACT FROM AUTHOR]

A highly efficient synthesis of planar chiral ferrocenes by enantioselective Pd(0)-catalyzed direct C–H arylation from readily available starting materials under mild reaction conditions was developed (up to 99% yield, 99% ee). The products can be easily transformed to the highly efficient planar ferrocene ligands, which have demonstrated high efficiency in Pd-catalyzed asymmetric allylic alkylation and amination reactions. [ABSTRACT FROM AUTHOR]

Enantioselective Pd(II)-catalyzed direct coupling of aminomethylferrocene derivatives with boronic acids was realized. With commercially available Boc-l-Val-OH as a ligand, planar-chiral ferrocenes could be synthesized in yields of 14-81% with up to 99% ee under mild conditions. [ABSTRACT FROM AUTHOR]