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Cobalt-Catalyzed Enantioselective Cross-Electrophile Couplings: Stereoselective Syntheses of 5–7-Membered Azacycles

Zhaoming Ma, Wenqiang Xu, Yun‐Dong Wu, Jianrong Steve Zhou

2023Journal of the American Chemical Society34 citationsDOI

Abstract

Cobalt complexes of chiral pyrox ligands catalyzed enantioselective reductive couplings of nonconjugated iododienes with aryl iodides or alkenyl bromides. The reaction enabled stereoselective syntheses of 5-7-membered azacycles carrying quaternary stereocenters. Mechanistically, cross-electrophile selectivity originated from selective coupling of alkylcobalt(I) complexes generated after cyclization with aryl iodides.

Topics & Concepts

ChemistryEnantioselective synthesisStereoselectivityElectrophileCobaltCatalysisStereochemistryCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCatalytic Cross-Coupling Reactions
Cobalt-Catalyzed Enantioselective Cross-Electrophile Couplings: Stereoselective Syntheses of 5–7-Membered Azacycles | Litcius