Catalysis Letters

, Volume 128, Issue 1–2, pp 101–105 | Cite as

Rearrangement of Epoxides to Allylic Alcohols in the Presence of Reusable Basic Resins

  • Keith Smith
  • Gamal A. El-Hiti
  • Ian Matthews
  • Mahmoud Al-Shamali
  • Trystan Watson
Article
First Online:
  • 177 Downloads

Abstract

We have modified Merrifield’s resin to provide polymers containing secondary amine groups. Lithiation of the solids gives strongly basic yet poorly nucleophilic resins useful for rearrangement of epoxides to their corresponding allylic alcohols. The resins are easy to handle, non-volatile, non-toxic, and are easily recovered and reused, providing environmental and economic benefits that might have commercial viability.

Keywords

Epoxide Modified basic Merrifield’s resin Rearrangement Allylic alcohols Heterogeneous reactions 

Notes

Acknowledgments

We thank the Kuwait Institute for Scientific Research for financial support. G. A. El-Hiti thanks the Royal Society of Chemistry for an International Author Grant.

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Copyright information

© Springer Science+Business Media, LLC 2008

Authors and Affiliations

  • Keith Smith
    • 1
  • Gamal A. El-Hiti
    • 1
  • Ian Matthews
    • 2
  • Mahmoud Al-Shamali
    • 2
  • Trystan Watson
    • 2
  1. 1.School of ChemistryCardiff UniversityCardiffUK
  2. 2.Department of ChemistryUniversity of Wales SwanseaSwanseaUK

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