Enantioselective and Enantioconvergent Iron‐Catalyzed C(sp<sup>3</sup>)‐H Aminations to Chiral 2‐Imidazolidinones
Tianjiao Cui, Chen‐Xi Ye, Jordan Thelemann, Daniel Jenisch, Eric Meggers
Abstract
Comprehensive Summary Enantioselective or enantioconvergent iron‐catalyzed ring‐closing C(sp 3 )‐H aminations of N ‐aroyloxyurea through intermediate iron nitrene species provide chiral 2‐imidazolidinones in up to 99% yield and with up to 95% ee (40 examples). This is a rare example in which sustainable iron catalysis is combined with C(sp 3 )‐H amination and asymmetric catalysis. Chiral 2‐imidazolidinones are prevalent structural motifs in bioactive molecules and can also be hydrolyzed to valuable chiral vicinal diamines in a single step.
Topics & Concepts
ChemistryEnantioselective synthesisAminationCatalysisEnantiopure drugNitreneYield (engineering)Organic chemistryCombinatorial chemistryMaterials scienceMetallurgySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis