Study of the Thermal Transformation of 5-exo-Methyleneisoxazolidines to 3-Pyrrolidinones
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
Padwa, Albert,Matzinger, Michael,Tomioka, Yukihiko,Venkatramanan, M. K.
p. 955 - 963
(2007/10/02)
Cycloaddition of Nitrones with Allenes. An Example of Steric Control of Regiochemistry
A study of the cycloaddition behavior of a series of electron-deficient allenes with C-phenyl-N-alkylnitrones has been carried out.The 1,3-dipolar cycloaddition proceeds in high yield with complete regiospecifity toproduce 5-methylene substituted isoxazol
Padwa, Albert,Kline, Donald N.,Koehler, Konrad F.,Matzinger, Michael,Venkatramanan, M. K.
p. 3909 - 3917
(2007/10/02)
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