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

Author(s): Leticia Lafuente, María Florencia Rochetti, Rodolfo Bravo, Leandro Sasiambarrena, Cintia C. Santiago, Agustín Ponzinibbio*.

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 6 , 2019

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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.

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Article Details

VOLUME: 16
ISSUE: 6
Year: 2019
Page: [447 - 453]
Pages: 7
DOI: 10.2174/1570178615666181022145338
Price: $95

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