Ir‐Catalyzed Enantioconvergent Synthesis of Diversely Protected Allenylic Amines Employing Ammonia Surrogates
Fabian Glatz, David A. Petrone, Erick M. Carreira
Abstract
The first iridium catalyzed, enantioconvergent amination of allenylic carbonates is reported. This process utilizes various commercially available carbamates and sulfonamides to generate allenylic amines including commonly employed protected groups (Boc, Fmoc, Cbz, Ts, Ns) in 62-82 % yield and 87-98 % ee. The products generated through this scalable procedure serve as effective linchpins for the rapid, enantiospecific synthesis of a wide range of complex structures.
Topics & Concepts
ChemistryYield (engineering)CatalysisAminationIridiumAmmoniaReductive aminationOrganic chemistryCombinatorial chemistryAmine gas treatingMetallurgyMaterials scienceAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsAdvanced Synthetic Organic Chemistry