A [3+2] NITRILE OXIDE INTERMOLECULAR CYCLOADDITION APPROACH TO 4,5-DIHYDRO-3(2H)-FURANONE AND 3(2H)-FURANONE RING-SYSTEMS - APPLICATION TO THE FORMAL SYNTHESIS OF (+/-)-ASCOFURANONE AND GEIPARVARIN

A unified approach to both 4,5-dihydro-3(2H)-furanone and 3(2H)-furanone ring systems centered on a [3+2] nitrile oxide cycloaddition strategy as a tool for the crucial carbon-carbon bond forming step has been successfully applied to the formal synthesis of (+/-)-ascofuranone and to a new synthesis...

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Published inTetrahedron letters Vol. 32; no. 5; pp. 683 - 686
Main Authors TABRIZI, MA, BARALDI, PG, GUARNERI, M, MANFREDINI, S, POLLINI, GP, SIMONI, D
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 28.01.1991
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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ISOXAZOLES
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Summary:A unified approach to both 4,5-dihydro-3(2H)-furanone and 3(2H)-furanone ring systems centered on a [3+2] nitrile oxide cycloaddition strategy as a tool for the crucial carbon-carbon bond forming step has been successfully applied to the formal synthesis of (+/-)-ascofuranone and to a new synthesis of geiparvarin from common intermediates.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)74859-3