Chiral bidentate [N,S]-ferrocene ligands based on a thiazoline framework. Synthesis and use in palladium-catalyzed asymmetric allylic alkylationElectronic supplementary information (ESI) available: Experimental procedures and characterization data of all compounds. CCDC 1501494 (3), 1501495 (4) and 1501496 (5c). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6dt04119a

An efficient method to obtain chiral 1,2-disubstituted ferrocenyl ligands has been developed. The introduction of planar chirality was accomplished by using 2-thiazoline as an ortho -directing lithiation group, and moreover, these kinds of ligands possess a central chirality from the amino alcohol used in their synthesis. The X-ray analysis and DFT calculations confirmed the diastereoselectivity of ortho -lithiation and the configuration of the planar chirality. The ability of these new bidentate [N,S]-ferrocene ligands to act in Pd-catalyzed asymmetric allylic alkylation has also been demonstrated and compared with their oxazoline counterparts. New chiral 1,2-disubstituted ferrocenyl ligands were synthesized using ( S )-4-methyl-2-thiazoline as DMG. Their ability to act in Pd-catalyzed AAA has been demonstrated.