Palladium-Catalyzed Nucleophilic Reaction of Alkylidenecyclopropanes with β,γ-Unsaturated α-Ketoesters: Ligand-Controlled Divergent Synthesis.
Xin-Lian LiuYou-Ya ZhangLin LiLu-Qi TanYin-Ai HuangAi-Jun MaJin-Bao PengPublished in: Organic letters (2022)
A palladium-catalyzed ligand-controlled selective 1,4-addition and cycloaddition reaction of β,γ-unsaturated α-ketoesters with alkylidenecyclopropanes (ACPs) has been developed. Using ACPs and β,γ-unsaturated α-ketoesters as starting materials, γ-dienyl-α-ketoesters and dihydro-2 H -pyrans could be prepared selectively by modulating the ligand. A range of multisubstituted α-ketoesters and dihydro-2 H -pyrans were obtained in moderate to excellent yields with excellent regioselectivities.
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