Iminium ion catalysis: direct comparison of imidazolidinone and diarylprolinol ether reactivity

John B Brazier, Greg P Hopkins, Meriem Jirari, Shaun Mutter, Ronan Pommereuil, Leopold Samulis, James A Platts, Nicholas C.O. Tomkinson

Research output: Contribution to journalArticle

11 Citations (Scopus)
47 Downloads (Pure)

Abstract

Comparison of the relative reactivities of the benchmark catalysts for iminium ion catalysed Diels-Alder cycloaddition under optimised literature conditions showed the imidazolidinone scaffold to possess significantly superior levels of activity in the Diels-Alder cycloaddition when compared to diarylprolinol silyl ethers.
Original languageEnglish
Pages (from-to)2783-2785
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number21
DOIs
Publication statusPublished - 25 May 2011

Keywords

  • iminium ion catalysis
  • imidazolidinone
  • diarylprolinol ether reactivity
  • cycloaddition

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  • Research Output

    • 11 Citations
    • 1 Chapter

    Organocatalysed transformations of alpha,beta-unsaturated carbonyl compoundsthrough iminium ion intermediates

    Tomkinson, N. & Rowley, J., 14 Nov 2012, Asymmetric Synthesis : More Methods and Applications. Christmann, M. & Brase, S. (eds.). Weinheim, p. 29-34 6 p.

    Research output: Chapter in Book/Report/Conference proceedingChapter

  • Cite this

    Brazier, J. B., Hopkins, G. P., Jirari, M., Mutter, S., Pommereuil, R., Samulis, L., Platts, J. A., & Tomkinson, N. C. O. (2011). Iminium ion catalysis: direct comparison of imidazolidinone and diarylprolinol ether reactivity. Tetrahedron Letters, 52(21), 2783-2785. https://doi.org/10.1016/j.tetlet.2011.03.129