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Kinetic resolution of 2<i>H</i>-azirines <i>via</i> Cu(<scp>i</scp>)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides

Hua Deng, Tiantian Liu, Zheng‐Dong Ding, Wu‐Lin Yang, Xiaoyan Luo, Wei‐Ping Deng

2020Organic Chemistry Frontiers19 citationsDOI

Abstract

An efficient kinetic resolution of racemic 2<italic>H</italic>-azirines <italic>via</italic> copper(<sc>i</sc>)-catalyzed asymmetric cycloaddition of azomethine ylides was developed and enantioenriched 2<italic>H</italic>-azirines and 1,3-diazabicyclo[3.1.0]hexane derivatives were obtained simultaneously.

Topics & Concepts

ChemistryKinetic resolutionCycloadditionAzomethine ylideCatalysis1,3-Dipolar cycloadditionKinetic energyStereochemistryMedicinal chemistryEnantioselective synthesisOrganic chemistryQuantum mechanicsPhysicsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Synthesis and Catalysis