Cobalt-Catalyzed Stereospecific C–N/C–O Bond Formation of Oxiranes with Diaziridines
Prabhat Kumar Maharana, Tanumay Sarkar, Subhradeep Kar, Siddhartha K. Purkayastha, Ankur K. Guha, Tharmalingam Punniyamurthy
Abstract
Co-catalyzed stereospecific C-N and C-O bond formation of oxiranes with diaziridines has been accomplished to furnish tetrahydro-[1,3,4]-oxadiazines at room temperature. Optically active oxiranes can be coupled with high optical purities (>96% ee). Stereoselectivity, functional group tolerance, mechanistic studies using DFT, and natural product modification are the important practical features.
Topics & Concepts
StereospecificityChemistryStereoselectivityCobaltCatalysisStereochemistryMedicinal chemistryComputational chemistryCombinatorial chemistryOrganic chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms