Reactions of C-aryl-N-alkyl azomethine oxides with 1,1-dimethylallene proceed through an initial 1,3-dipolar cycloaddition, followed by two competing processes: formation of a substituted piperidin-4-one by a further addition reaction of the intermediate with the azomethine oxide and intramolecular rearrangement of the alkylidene-isoxazolidine monoadduct leading to a pyrrolidin-3-one.
Cycloaddition reactions of cumulenes. Part IV. A novel mode of reaction of azomethine oxides with 1,1-dimethylallene; Formation of a substituted piperidin-4-one
SINDONA, Giovanni;
1976-01-01
Abstract
Reactions of C-aryl-N-alkyl azomethine oxides with 1,1-dimethylallene proceed through an initial 1,3-dipolar cycloaddition, followed by two competing processes: formation of a substituted piperidin-4-one by a further addition reaction of the intermediate with the azomethine oxide and intramolecular rearrangement of the alkylidene-isoxazolidine monoadduct leading to a pyrrolidin-3-one.File in questo prodotto:
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