Study of the Thermal Transformation of 5-exo-Methyleneisoxazolidines to 3-Pyrrolidinones

DOI: 10.1021/jo00240a005

Source and publish data:

Journal of Organic Chemistry p. 955 - 963 (1988)

Update date:2022-07-29

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Authors:

Padwa, Albert

Matzinger, Michael

Tomioka, Yukihiko

Venkatramanan, M. K.

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Article abstract of DOI:10.1021/jo00240a005

Dipolar cycloaddition of nitrones with electron-deficient allenes gives 5-exo-methylene substituted isoxazolidines in high yield.The regiochemistry of the cycloaddition can be attributed to a favorable allene (LUMO)-nitrone (HOMO) interaction.The isoxazol

Full text of DOI:10.1021/jo00240a005

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