1,3‐Dipolar cycloaddition reactions of nitrones with vinylacetic olefins in the racemic series and synthesis of δ‐lactams <i>via</i> isoxazolidines

Abstract

Abstract A study of the cycloaddition behavior of a series of esters and nitriles α‐chloro‐ and α‐hydroxyvinyl‐acetic dipolarophiles with C ‐aryl‐ N ‐alkylnitrones has been carried out. Regiospecific cycloadditions are observed; the reactions lead to a mixture of 5‐substituted isoxazolidines either erythro or threo , wherever the nitrone is involved. We report the synthesis of some δ‐lactams in which isoxazolidines are used as latent synthons.