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Cu-Fe Spinels: First Heterogeneous and Magnetically Recoverable Catalyst for the Ferrier Rearrangement of 2-Nitroglycals

[ Vol. 16 , Issue. 6 ]

Author(s):

Leticia Lafuente, María Florencia Rochetti, Rodolfo Bravo, Leandro Sasiambarrena, Cintia C. Santiago and Agustín Ponzinibbio*   Pages 447 - 453 ( 7 )

Abstract:


Cu-Fe spinels promoted the Ferrier rearrangement of 2-nitroglycals with several O-nucleophiles. 2,3-Unsaturated carbohydrate derivatives were prepared by the reaction of 3,4,6-tri-Oacetyl- 2-nitroglucal and alcohols in the presence of 5 % of CuFe2O4. After separation of the catalyst with an external magnet, the reaction products were obtained in good yields and high stereo and regioselectivity. Also, S- and heterocyclic C-3 substituted 2-nitro-endo-glycals could be prepared by this method.

Keywords:

2-Nitroglycals, Cu-Fe spinels, Ferrier rearrangement, magnetically recoverable catalyst, unsaturated heterocycle, carbohydrate.

Affiliation:

Centro de Estudio de Compuestos Organicos (CEDECOR), Departamento de Quimica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata, Centro de Investigacion y Desarrollo en Ciencias Aplicadas , Centro de Estudio de Compuestos Organicos (CEDECOR), Departamento de Quimica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata, Centro de Estudio de Compuestos Organicos (CEDECOR), Departamento de Quimica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata, Centro de Estudio de Compuestos Organicos (CEDECOR), Departamento de Quimica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata, Centro de Estudio de Compuestos Organicos (CEDECOR), Departamento de Quimica, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900, La Plata

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