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Enantioselective Formal [4 + 3] Annulations to Access Benzodiazepinones and Benzoxazepinones via NHC/Ir/Urea Catalysis

Yangyang Li, Shuai Li, Tao Fan, Zijing Zhang, Jin Song, Liu‐Zhu Gong

2021ACS Catalysis42 citationsDOI

Abstract

A robust and scalable formal [4 + 3] annulation reaction for the synthesis of optically pure 1,4-benzodiazepinones and 1,4-benzoxazepinones has been established by a combined catalytic system consisting of a chiral NHC, a chiral Ir/phosphine-olefin complex, and an achiral urea, enabling the asymmetric synthesis of a selective inhibitor of mitochondrial F1F0 ATP hydrolase.

Topics & Concepts

Enantioselective synthesisAnnulationCatalysisChemistryCombinatorial chemistryOlefin fiberPhosphineStereochemistryOrganic chemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic Cross-Coupling Reactions
Enantioselective Formal [4 + 3] Annulations to Access Benzodiazepinones and Benzoxazepinones via NHC/Ir/Urea Catalysis | Litcius