Synthesis
DOI: 10.1055/a-2705-2270
Paper
Published as part of the Special Topic Dedicated to Prof. Paul Knochel

Synthetic Studies on Lolium Alkaloids

Autoren

  • Daniel Zuschlag

    1   Department of Chemistry, University of Pennsylvania, Philadelphia, United States (Ringgold ID: RIN6572)
  • Mesut Cakmak

    2   Department of Chemistry and Pharmacology, Ludwig-Maximilians-Universität, München, and Center for Integrated Protein Science, Munich, Germany
  • Christian A. Kuttruff

    2   Department of Chemistry and Pharmacology, Ludwig-Maximilians-Universität, München, and Center for Integrated Protein Science, Munich, Germany
  • Peter Mayer

    2   Department of Chemistry and Pharmacology, Ludwig-Maximilians-Universität, München, and Center for Integrated Protein Science, Munich, Germany
  • Dirk Trauner

    1   Department of Chemistry, University of Pennsylvania, Philadelphia, United States (Ringgold ID: RIN6572)

We gratefully acknowledge financial support through the National Science Foundation (CHE-1900154 to D.H.T.).


Graphical Abstract

Dedication

Dedicated to Professor Paul Knochel on the occasion of his 70th birthday.

Abstract

We report the first total synthesis of several natural products of the loline family, including the unusual chloropyrrolizidine alkaloid lolidine. We demonstrate the utility of an azide intermediate in our synthesis toward click-chemistry and late-stage functionalization. Lastly, we further explore the CO2 absorbing properties of temuline, as well as a potential application of loline as a chiral ligand in palladium chemistry.



Publikationsverlauf

Eingereicht: 31. August 2025

Angenommen nach Revision: 18. September 2025

Accepted Manuscript online:
18. September 2025

Artikel online veröffentlicht:
31. Oktober 2025

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