1,3-DIPOLAR CYCLOADDITION ROUTE TO OXYGEN HETEROCYCLIC TRIONES

Authors
JONES RCF DULLER KAM VULTO SIE
Citation
Rcf. Jones et al., 1,3-DIPOLAR CYCLOADDITION ROUTE TO OXYGEN HETEROCYCLIC TRIONES, Journal of the Chemical Society. Perkin transactions. I, (3), 1998, pp. 411-416
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1998
Pages
411 - 416
Database
ISI
SICI code
0300-922X(1998):3<411:1CRTOH>2.0.ZU;2-N
Abstract
1,3-Dipolar cycloadditon of nitrile oxides, formed in situ by dehydrat ion of primary nitro compounds, with pyrrolidine enamines of protected gamma-hydroxy-beta-keto esters affords isoxazole-4-carboxylates; thes e are subjected to N-O bond cleavage and lactonisation to afford 3-acy ltetronic acids and 3-acyl-4-hydroxytetrahydropyran-2-ones.