Thioether-enabled palladium-catalyzed atroposelective C–H olefination for N–C and C–C axial chirality
Yanjun Li, Yan‐Cheng Liou, Xinran Chen, Lutz Ackermann
Abstract
-aryl indoles and biaryls with excellent enantioselectivities up to 99% ee. Experimental and computational studies were conducted to unravel the walking mode for the atroposelective C-H olefination. A plausible chiral induction model for the enantioselectivity-determining step was established by detailed DFT calculations.
Topics & Concepts
Axial chiralityPalladiumCatalysisChemistryChirality (physics)ThioetherArylPhosphoric acidChiral auxiliaryCombinatorial chemistryStereochemistryComputational chemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisPhysicsChiral symmetryNambu–Jona-Lasinio modelQuarkQuantum mechanicsAlkylAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsMolecular spectroscopy and chirality