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Aromatic ring hydroxylation of flavanones by dimethyldioxirane

Tipo de material: TextoTextoSeries ; Tetrahedron Letters, 41(7), p.1087-1090, 2000Trabajos contenidos:
  • Bernini, R
  • Mincione, E
  • Sanetti, A
  • Mezzetti, M
  • Bovicelli, P
Tema(s): Recursos en línea: Resumen: The selective and efficient oxidation of flavanones with dimethyldioxirane (DMD)is reported. Aromatic rings carrying methoxy groups were selectively hydroxylated in neutral and acidic media. In the latter case inversion of chemoselectivity with respect to the benzylethereal position was observed. This behaviour was exploited to obtain polyhydroxylated flavanones, which are compounds with potential antioxidant and biological properties.
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The selective and efficient oxidation of flavanones with dimethyldioxirane (DMD)is reported. Aromatic rings carrying methoxy groups were selectively hydroxylated in neutral and acidic media. In the latter case inversion of chemoselectivity with respect to the benzylethereal position was observed. This behaviour was exploited to obtain polyhydroxylated flavanones, which are compounds with potential antioxidant and biological properties.

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