AN ALTERNATIVE ISOXAZOLE ROUTE TO ALPHA-ALKOXYCARBONYL-BETA-DIKETONES

Authors
JONES RCF DUNN SH DULLER KAM
Citation
Rcf. Jones et al., AN ALTERNATIVE ISOXAZOLE ROUTE TO ALPHA-ALKOXYCARBONYL-BETA-DIKETONES, Journal of the Chemical Society. Perkin transactions. I, (12), 1996, pp. 1319-1321
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
12
Year of publication
1996
Pages
1319 - 1321
Database
ISI
SICI code
0300-922X(1996):12<1319:AAIRTA>2.0.ZU;2-4
Abstract
Cycloaddition of oxygen-functionalized nitrile oxides to the enamine f rom ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles ca rrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycar bonyl substituent; the 3-formylisoxazole is prepared from the former t wo and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to affor d alpha-alkoxycarbonyl-beta-diketones.