Highly selective 1,3-dipolar cycloadditions of captodative olefins 1-acetylvinyl carboxylates to diverse dipoles

Arumugam Nagarajan; Gerardo Zepeda; Joaquín Tamariz

doi:10.1016/0040-4039(96)01546-8

Highly selective 1,3-dipolar cycloadditions of captodative olefins 1-acetylvinyl carboxylates to diverse dipoles

Arumugam Nagarajan, Gerardo Zepeda, Joaquín Tamariz

Escuela Nacional de Ciencias Biológicas (ENCB)

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

23 Citas (Scopus)

Resumen

Regioselective 1,3-dipolar cycloadditions of captodative 1-acetylvinyl p-nitrobenzoyloxy (1a) with propionitrile oxide, diphenylnitrile imine and diazoalkanes provided the corresponding 5-acetyl- isoxazoles and pyrazoles. Evidence to support the formation of the initial cycloadducts was obtained. The addition of nitrones also proved to be highly regio- and stereoselective.

Idioma original	Inglés
Páginas (desde-hasta)	6835-6838
Número de páginas	4
Publicación	Tetrahedron Letters
Volumen	37
N.º	38
DOI	https://doi.org/10.1016/0040-4039(96)01546-8
Estado	Publicada - 16 sep. 1996

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abstract = "Regioselective 1,3-dipolar cycloadditions of captodative 1-acetylvinyl p-nitrobenzoyloxy (1a) with propionitrile oxide, diphenylnitrile imine and diazoalkanes provided the corresponding 5-acetyl- isoxazoles and pyrazoles. Evidence to support the formation of the initial cycloadducts was obtained. The addition of nitrones also proved to be highly regio- and stereoselective.",

author = "Arumugam Nagarajan and Gerardo Zepeda and Joaqu{\'i}n Tamariz",

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AU - Nagarajan, Arumugam

AU - Zepeda, Gerardo

AU - Tamariz, Joaquín

PY - 1996/9/16

Y1 - 1996/9/16

N2 - Regioselective 1,3-dipolar cycloadditions of captodative 1-acetylvinyl p-nitrobenzoyloxy (1a) with propionitrile oxide, diphenylnitrile imine and diazoalkanes provided the corresponding 5-acetyl- isoxazoles and pyrazoles. Evidence to support the formation of the initial cycloadducts was obtained. The addition of nitrones also proved to be highly regio- and stereoselective.

AB - Regioselective 1,3-dipolar cycloadditions of captodative 1-acetylvinyl p-nitrobenzoyloxy (1a) with propionitrile oxide, diphenylnitrile imine and diazoalkanes provided the corresponding 5-acetyl- isoxazoles and pyrazoles. Evidence to support the formation of the initial cycloadducts was obtained. The addition of nitrones also proved to be highly regio- and stereoselective.

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U2 - 10.1016/0040-4039(96)01546-8

DO - 10.1016/0040-4039(96)01546-8

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Highly selective 1,3-dipolar cycloadditions of captodative olefins 1-acetylvinyl carboxylates to diverse dipoles

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