CYCLOADDITION OF NITRILE OXIDES TO 4-OXOBUT-2-ENOIC ACID-DERIVATIVES

Authors
FARINA F MARTIN MR MARTIN MV DEGUERENU AM
Citation
F. Farina et al., CYCLOADDITION OF NITRILE OXIDES TO 4-OXOBUT-2-ENOIC ACID-DERIVATIVES, Heterocycles, 38(6), 1994, pp. 1307-1316
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
38
Issue
6
Year of publication
1994
Pages
1307 - 1316
Database
ISI
SICI code
0385-5414(1994)38:6<1307:CONOT4>2.0.ZU;2-D
Abstract
The 1,3-dipolar cycloadditions of aceto-, benzo- and bromoformonitrile oxides to cyclic and open-chain 4-oxobut-2-enoic acid derivatives hav e been investigated. The addition to 5-methoxyfuran-2(5H)-one (1) gave regioselectively 3-substituted thoxy-3a,6a-dihydrofuro[3,4-d]isoxazol -4(6H)-ones, whereas methyl (Z)- and (E)-4,4-dimethoxybut-2-enoates (2 ) and (3) afforded mixtures of regioisomeric isoxazolines.