Citation
R. Bernini et al., Aromatic ring hydroxylation of flavanones by dimethyldioxirane, TETRAHEDR L, 41(7), 2000, pp. 1087-1090
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039
→ ACNP
Volume
41
Issue
7
Year of publication
2000
Pages
1087 - 1090
Database
ISI
SICI code
0040-4039(20000212)41:7<1087:ARHOFB>2.0.ZU;2-A
Abstract
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 c
hemoselectivity with respect to the benzylethereal position was observed. T
his behaviour was exploited to obtain polyhydroxylated flavanones, which ar
e compounds with potential antioxidant and biological properties. (C) 2000
Elsevier Science Ltd. All rights reserved.