Synthetic Studies on Lolium Alkaloids

Daniel Zuschlag; Mesut Cakmak; Chrstian Kuttruff; Peter Mayer; Dirk Trauner

doi:10.1055/a-2705-2270

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Synthesis
DOI: 10.1055/a-2705-2270

Paper

Synthetic Studies on Lolium Alkaloids

Daniel Zuschlag

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

,

Mesut Cakmak

²Department of Chemistry, Ludwig-Maximilians-Universität München, München, Germany

,

Chrstian Kuttruff

²Department of Chemistry, Ludwig-Maximilians-Universität München, München, Germany

,

Peter Mayer

³Department of Chemistry, Ludwig-Maximilians-Universität, München, Germany

,

Dirk Trauner

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

› Author Affiliations
Supported by: BioXFEL Science and Technology Center CHE-1900154

› Further Information

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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 towards 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.

Publication History

Received: 31 August 2025

Accepted after revision: 18 September 2025

Accepted Manuscript online:
18 September 2025

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