Enantioselective Synthesis of Dihydropyrazoles by Palladium/Xu-Phos-Catalyzed Alleneamination of beta,gamma-Unsaturated Hydrazones with Propargylic Acetates
Angewandte Chemie (International ed. in English)(2023)
摘要
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 beta,gamma-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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关键词
Allene,Carboamination Reaction,Chiral Dihydropyrazoles,Palladium,Xu-Phos
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