The room temperature, 1,3-dipolar cycloaddition reactions of the nitrile oxide obtained
from (6-piperidin-1-yl-9H-purin-9-yl)acetaldehyde oxime upon phenyliodine(III) bis(trifluoroacetate) treatment
with excess unsaturated alcohols as solvent resulted in isoxazoline or isoxazole derivatives
in almost quantitative yields. Analogous derivatives were prepared from the reactions
of unsaturated phosphates. Preliminary biological tests indicated inhibition of lipid
peroxidation for some of the examined compounds.
Key words
modified homo-
N-nucleosides - isoxazolines - isoxazoles - 1,3-dipolar cycloaddition reactions - phenyliodine(III)
bis(trifluoroacetate) - PIFA