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Topics in Catalysis

, Volume 55, Issue 7–10, pp 644–648 | Cite as

pTSA/[bmim][BF4] Ionic Liquid: A Powerful Recyclable Catalytic System for the Synthesis of α-2-Deoxyglycosides

  • Gisela Díaz
  • Agustín PonzinibbioEmail author
  • Rodolfo D. Bravo
Original Paper

Abstract

α-2-Deoxyglycosides were synthesized in ionic liquid ([bmim]BF4)by stereoselective glycosylation of endo-glycals with various o-nucleophiles in the presence of catalytic amount of pTSAin 71–95 % yield. High yields, easy recovery of the products, and reusable reaction medium (pTSA/IL couple) with consistent activity makes this protocol efficient and environmentally benign.

Keywords

2-Deoxyglycosides Ionic liquid Endo-Glycal Glycosylation p-Toluensulfonic acid 

Notes

Acknowledgments

Authors wish to thank Comisión de Investigaciones Científicas de la Provincia de Buenos Aires (CICPBA), UNLP and CONICET for their financial support to the present work. G.D. thanks CONICET for providing a doctoral research fellowship.

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Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Gisela Díaz
    • 1
  • Agustín Ponzinibbio
    • 1
    Email author
  • Rodolfo D. Bravo
    • 1
  1. 1.Laboratorio de Estudio de Compuestos Orgánicos (LADECOR), Departamento de Química, Facultad de Ciencias ExactasUniversidad Nacional de La PlataLa PlataArgentina

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