Author(s): Leticia Lafuente, María Florencia Rochetti, Rodolfo Bravo, Leandro Sasiambarrena, Cintia C. Santiago and Agustín Ponzinibbio*
Page: [447 - 453] Pages: 7
* (Excluding Mailing and Handling)
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.
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