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Catalytic Transformations of 2-Pyridones by Rhodium-Mediated Carbene Transfer

Jiahui Su, Qiongya Li, Ying Shao, Jiangtao Sun

2022Organic Letters17 citationsDOI

Abstract

-substituted 2-pyridones with diazo compounds has been realized by using a chiral rhodium complex as the catalyst, and the corresponding chiral cyclopropanes could be formed in good yields with high enantioselectivities. Moreover, using acceptor-acceptor dimethyl 2-diazomalonate as the carbene precursor, a novel 1,4-rearrangement of a Boc group from N to C has also been discovered under rhodium catalysis.

Topics & Concepts

CyclopropanationRhodiumCarbeneChemistryDiazoEnantioselective synthesisCatalysisAcceptorMedicinal chemistryOrganic chemistryCombinatorial chemistryPhysicsCondensed matter physicsCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
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