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Chemo- and enantioselective intramolecular silver-catalyzed aziridinations of carbamimidates

Tuấn Anh Trịnh, Yue Fu, Derek B. Hu, Soren A. Zappia, Ilia A. Guzei, Peng Liu, Jennifer M. Schomaker

2023Chemical Communications12 citationsDOIOpen Access PDF

Abstract

Transition metal-catalyzed asymmetric nitrene transfer is a powerful method to generate enantioenriched amines found in natural products and bioactive molecules. A highly chemo- and enantioselective intramolecular silver-catalysed aziridination of 2,2,2-trichloroethoxysulfonyl (Tces)-protected carbamimidates gives [4.1.0]-bicyclic aziridines in good yields and up to 99% ee.

Topics & Concepts

Enantioselective synthesisIntramolecular forceNitreneCatalysisChemistryCombinatorial chemistryBicyclic moleculeStereochemistryOrganic chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques