1,3-Dipolar Cycloaddition Reactions of Nitrones with Unsaturated Methylsulfones and Substituted Crotonic Esters

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Marie-Odile Januário Charmier, Najat Moussalli, Josette Chanet-Ray and Sithan Chou


Abstract

The cycloaddition reaction of nitrones to unsaturated methylsulfones and substituted crotonic esters gives a sole product or a mixture of tri- or tetra-substituted isoxazolidines, such that with disubstituted dipolarophiles the regiochemistry is dependent upon the nitrone and the vicinal electron-withdrawing group (CN or CO2Me) but with trisubstituted olefins, regiospecific cycloadditions are observed.


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