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Iridium-Catalyzed Enantioconvergent Borrowing Hydrogen Annulation of Racemic 1,4-Diols with Amines

Yongbing Liu, Huanlin Diao, Guorong Hong, Jonathan Edward, Tao Zhang, Guoqiang Yang, Bin‐Miao Yang, Yu Zhao

2023Journal of the American Chemical Society69 citationsDOI

Abstract

-heterocycles directly from simple racemic diols and primary amines, through a highly economical borrowing hydrogen annulation. The identification of a chiral amine-derived iridacycle catalyst was the key for achieving high efficiency and enantioselectivity in the one-step construction of two C-N bonds. This catalytic method enabled a rapid access to a wide range of diversely substituted enantioenriched pyrrolidines including key precursors to valuable drugs such as aticaprant and MSC 2530818.

Topics & Concepts

ChemistryAnnulationCatalysisAmine gas treatingCombinatorial chemistryPrimary (astronomy)Organic chemistryHydrogenAstronomyPhysicsAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisOrganoboron and organosilicon chemistry
Iridium-Catalyzed Enantioconvergent Borrowing Hydrogen Annulation of Racemic 1,4-Diols with Amines | Litcius