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  • Title: Enantioselective Synthesis of Dihydropyrazoles by Palladium/Xu-Phos-Catalyzed Alleneamination of β,γ-Unsaturated Hydrazones with Propargylic Acetates.
    Author: Zhang S, Wu S, Wang Q, Xu S, Han Y, Yan CG, Zhang J, Wang L.
    Journal: Angew Chem Int Ed Engl; 2023 May 08; 62(20):e202300309. PubMed ID: 36896746.
    Abstract:
    The palladium-catalyzed asymmetric carboamination reaction is one of the most significant transformations in organic chemistry. Herein, we report the first palladium-catalyzed asymmetric alleneamination of β,γ-unsaturated hydrazones with propargylic acetates. This protocol enables the efficient installation of various multisubstituted allene groups onto dihydropyrazoles in good yields with excellent enantioselectivities. The chiral sulfinamide phosphine ligand Xu-5 exhibits highly efficient stereoselective control in this protocol. The salient features of this reaction include the readily available starting materials, a broad substrate scope, an easy scale-up, mild reaction conditions and versatile transformations.
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