Enantioselective Twofold C−H Annulation of Formamides and Alkynes without Built‐in Chelating Groups
Hao Chen, Yin‐Xia Wang, Yu‐Xin Luan, Mengchun Ye
Abstract
Twofold C-H annulation of readily available formamides and alkynes without built-in chelating groups was achieved. Ni-Al bimetallic catalysis enabled by a bulky BINOL-derived chiral secondary phosphine oxide (SPO) ligand proved to be critical for high reactivity and high selectivity. This reaction uses readily available formamides as starting materials and provides a concise synthetic pathway to a broad range of chiral ferrocenes in 40-98 % yield and 93-99 % ee.
Topics & Concepts
FormamidesAnnulationEnantioselective synthesisChemistryChelationBimetallic stripReactivity (psychology)Yield (engineering)Combinatorial chemistryCatalysisLigand (biochemistry)Organic chemistryMedicinal chemistryMaterials scienceMedicinePathologyReceptorAlternative medicineBiochemistryMetallurgyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions