3+2-Dipolar cycloaddition of dianhydrohexitol azidoderivatives with N-arylmaleimides

• Dianhydrohexitole azides dipolar 3+2 cycloaddition with N-arylmaleimides: NMR, X-ray.
• No asymmetrical induction was in this process.
• Diastereomerically pure final products (exo and endo configurations) were obtained.

Dianhydrohexitol azides dipolar 3+2 cycloaddition with N-arylmaleimides has been studied with NMR (1H and 13C, COSY, NOESY and HSQC) and X-ray analysis. In spite of low asymmetrical induction in this reaction, diastereomerically pure products have been obtained. These products are interesting over their structural similarity to griseolic acid derivatives and dihydropyrrolotriazoles, significant for pharmaceutics.