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Pd(II)/β-ICD-Cocatalyzed Asymmetric Route to Oxindole Scaffold via Cascade Reaction of Diazoacetamides and MBH-Carbonates

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NIAID Data Ecosystem2026-03-09 收录
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https://figshare.com/articles/dataset/Pd_II_-ICD-Cocatalyzed_Asymmetric_Route_to_Oxindole_Scaffold_via_Cascade_Reaction_of_Diazoacetamides_and_MBH-Carbonates/3796095
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We report an efficient method for asymmetric synthesis of chiral oxindoles. Allyl palladium­(II) chloride dimer (APC)-catalyzed, in combination with β-isocupreidine (β-ICD)-cocatalyzed, reaction of diazoacetamide with Morita–Baylis–Hillman (MBH) carbonates proves to be a facile protocol to access multifunctional oxindoles bearing a C-3 quaternary stereo center. This tandem reaction tolerates a wide variety of functional groups on the both aromatic rings. This method delivers a variety of chiral oxindoles in 50–75% yield and with up to 95:5 dr in most cases along with up to 93:7 er.
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2016-09-12
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