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An acid-promoted pseudocine substitution manifold of γ-aminocyclopentenone enables divergent access to polycyclic indole derivatives.

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We demonstrated γ-aminocyclopentenones to be a suitable surrogate for reactive cyclopentadienone via a pseudocine-substitution manifold. This approach enabled its orchestrated annulation with "tailored" bis-nucleophiles and to furnish complex β,γ-annulated cyclopentanoids… Click to show full abstract

We demonstrated γ-aminocyclopentenones to be a suitable surrogate for reactive cyclopentadienone via a pseudocine-substitution manifold. This approach enabled its orchestrated annulation with "tailored" bis-nucleophiles and to furnish complex β,γ-annulated cyclopentanoids or indole-based polycyclic architectures. This strategy represents a generalized means for direct, regioselective and stereoselective β,γ-functionalization of monosubstituted or unsubstituted aminocyclopentenones.

Keywords: substitution manifold; promoted pseudocine; pseudocine substitution; manifold aminocyclopentenone; acid promoted

Journal Title: Chemical communications
Year Published: 2022

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