Nucleophilic Carbenes Derived from Dichloromethane,Angewandte Chemie International Edition

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Nucleophilic Carbenes Derived from Dichloromethane
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-09-03 , DOI: 10.1002/anie.202308913
Mingxin Liu ₁ , Nguyen Le ₁ , Christopher Uyeda ₁

Affiliation

Nickel catalysts promote cyclopropanation reactions of electron-deficient alkenes using dichloromethane as a methylene source. An asymmetric variant using a chiral pyridine-bis(oxazoline) ligand provides access to pharmaceutically relevant 2-aryl cyclopropyl carboxylates in highly enantioenriched form. The proposed mechanism involves the formation of a nucleophilic nickel carbene that reacts by a [2+2]-cycloaddition/C−C reductive elimination pathway.

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