Aromatic ring hydroxylation of flavanones by dimethyldioxirane

被引：11

作者：

Bernini, R

Mincione, E

Sanetti, A

Mezzetti, M

Bovicelli, P

机构：

[1] Univ Tuscia, Diipartimento ABAC, I-01100 Viterbo, Italy

[2] Univ La Sapienza, CNR, Ctr Studio Chim Sostanze Organ Nat, I-00185 Rome 62, Italy

[3] Univ La Sapienza, Dipartimento Chim, I-00185 Rome 62, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 07期

关键词：

dioxirane; flavanones; hydroxylation;

D O I：

10.1016/S0040-4039(99)02236-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1087 / 1090

页数：4

共 16 条

[1]

ADAM W, 1994, SYNTHESIS-STUTTGART, P560

[2] EPOXIDATION OF FLAVONES BY DIMETHYLDIOXIRANE [J].