Abstract
1,3-dipolar cycloaddition of arylnitrile oxides with allyl ester prepared from eugenol afforded new chiral isoxazolines in good yields. The chemical structure of this compounds was characterized by 1H NMR,13C NMR, 2D NMR and TOF-MS analysis. All the cycloadducts were obtained through a regiospecific and stereospecific pathway and all cases, only one isomer was isolated, as established by unambiguous NMR analysis
Highlights
Heterocyclic; compounds have a wide range of applications in synthetic organic chemistry
The combrestatine A-4, analogous 1-3 and the Avicine 4 compound derived from isoxazolines possess anti-cancer activities.[11]
The 1,3-dipolar cycloaddition: of nitrile oxides with alkenes and alkynes afforded isoxazolines, which are used as intermediates for the synthesis of -amino alcohols and alkaloids.[14,15]
Summary
Heterocyclic; compounds have a wide range of applications in synthetic organic chemistry. 1,3-dipolar cycloaddition, arylnitrile oxides, allyl esters, isoxazolines, regiospecific reaction.
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