An alternative isoxazole route to alpha-alkoxycarbonyl-beta-diketones

被引：14

作者：

Jones, RCF ^{[1
]}

Dunn, SH ^{[1
]}

Duller, KAM ^{[1
]}

机构：

[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 12期

关键词：

D O I：

10.1039/p19960001319

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloaddition of oxygen-functionalized nitrile oxides to the enamine from ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles carrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycarbonyl substituent; the 3-formylisoxazole is prepared from the former two and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to afford alpha-alkoxycarbonyl-beta-diketones.

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收藏

页码：1319 / 1321

页数：3

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