Ring‐opening of azetidiniums by nucleophiles. Synthesis of polysubstituted linear amines
Guillaume Masson, Domingo Gomez Pardo, Janine Cossy
Abstract
This microreview focuses on the nucleophilic ring-opening of azetidiniums presenting various substitution patterns at C2, C3, and C4. In most cases, the nucleophilic ring-opening occurred in a stereoselective and regioselective fashion producing functionalized linear amines. Experimental selectivities associated with Density Functional Theory (DFT) calculations have allowed a better understanding of the parameters governing the regioselectivities.
Topics & Concepts
ChemistryNucleophileRing (chemistry)StereochemistryCombinatorial chemistryComputational chemistryMedicinal chemistryOrganic chemistryCatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis