Synthetic Studies on Lolium Alkaloids

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.

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Publication Details

Journal
Synthesis
Published
2025-09-18
DOI
https://doi.org/10.1055/a-2705-2270
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00
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article

Synthetic Studies on Lolium Alkaloids

Mesut Cakmak, Christian A. Kuttruff, Dirk H. Trauner, Daniel W. Zuschlag et al.
Synthesis
Cyclopropane Reaction Mechanisms
article

Synthetic Studies on Lolium Alkaloids

Mesut Cakmak, Christian A. Kuttruff, Dirk H. Trauner, Daniel W. Zuschlag, Peter Mayer
article en

Abstract

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.

SynthesisVol. 58(02)
Center for Integrated Protein Science Munich (DE), University of Pennsylvania (US), Ludwig-Maximilians-Universität München (DE)
Openalex Percentile: Top 81%
Cyclopropane Reaction Mechanisms
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