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X=Y-ZH Systems as Potential 1,3-Dipoles. Part 47. Tandem Nucleophilic Substitution-1,3 Dipolar Cycloaddition Reactions of Oximes With Epoxides and Dipolarophiles
Regiospecific nucleophilic substitution reactions involving attack of the nitrogen atom of oximes on epoxides are used to generate nitrones which are then trapped in 1,3-dipolar cycloaddition reactions. These tandem processes are shown to be flexible and to have wide synthetic scope for the construction of complex molecular frameworks.