Baeyer-Villiger reaction of Wieland-Misher ketone derivatives: an alternative to the dienone-phenol rearrangement

被引：1

作者：

Beauhaire, J ^{[1
]}

Ducrot, PH ^{[1
]}

机构：

[1] INRA, Unite Phytopharm & Mediateurs Chim, F-78026 Versailles, France

来源：

COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE | 2000年 / 3卷 / 01期

关键词：

Wieland-Misher ketone; Baeyer-Villiger; regioselectivity;

D O I：

10.1016/S1387-1609(00)00103-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This paper demonstrates the regioselectivity of the Baeyer-Villiger reaction of dicarbonylated compounds such as Wieland-Misher ketone derivatives in favour of oxygen insertion only between the quaternary carbon of the ring junction and the neighbouring carbonyl group. Further reaction sequences allow the formation of various compounds, including phenols and naphtalenones, the later being similar to the result of the dienone-phenol rearrangement of 4-acylcyclohexan-2,5-dienones already described in the literature, as well as 2-carboxy cyclohexenones which might be used as synthons for the synthesis of complex natural products. (C) 2000 Academie des sciences / Editions scientifiques et medicales Elsevier SAS.

引用

页码：11 / 15

页数：5

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