Investigation into the Utility of Visible‐Light‐Initiated Decarboxylative Radical Addition of Amino Acids to Alkenes, With Applications in the Synthesis of Alkaloid Scaffolds

Abstract The present study investigates the versatility of visible‐light‐initiated decarboxylation of amino acids, resulting in the formation of an α‐amino radical. Herein, we have delineated the comprehensive scope and limitations of Giese's addition to electron‐deficient alkenes. Furthermore, we have demonstrated the extendibility of this concept to electron‐rich styrene derivatives. This strategy has been demonstrated to suppress other reactions recently reported for this type of reagents, thereby providing target products with high yields. The designed methodology facilitates the functionalisation of bioactive molecules during the advanced stages of the process. We have illustrated that the developed transformation has significant potential for further applications in the synthesis of bicyclic alkaloid skeletons.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-10-25
DOI
https://doi.org/10.1002/ajoc.202500609
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Investigation into the Utility of Visible‐Light‐Initiated Decarboxylative Radical Addition of Amino Acids to Alkenes, With Applications in the Synthesis of Alkaloid Scaffolds

Sebastian Baś, Kinga Piotrowska, Jan Rzepiela
Asian Journal of Organic Chemistry
Radical Photochemical Reactions
article

Investigation into the Utility of Visible‐Light‐Initiated Decarboxylative Radical Addition of Amino Acids to Alkenes, With Applications in the Synthesis of Alkaloid Scaffolds

Sebastian Baś, Kinga Piotrowska, Jan Rzepiela
article en

Abstract

Abstract The present study investigates the versatility of visible‐light‐initiated decarboxylation of amino acids, resulting in the formation of an α‐amino radical. Herein, we have delineated the comprehensive scope and limitations of Giese's addition to electron‐deficient alkenes. Furthermore, we have demonstrated the extendibility of this concept to electron‐rich styrene derivatives. This strategy has been demonstrated to suppress other reactions recently reported for this type of reagents, thereby providing target products with high yields. The designed methodology facilitates the functionalisation of bioactive molecules during the advanced stages of the process. We have illustrated that the developed transformation has significant potential for further applications in the synthesis of bicyclic alkaloid skeletons.

Asian Journal of Organic ChemistryVol. 14(11)
Jagiellonian University (PL)
European Commission
Openalex Percentile: Top 77%
Radical Photochemical Reactions
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Investigation into the Utility of Visible‐Light‐Initiated Decarboxylative Radical Addition of Amino Acids to Alkenes, With Applications in the Synthesis of Alkaloid Scaffolds — Sebastian Baś, Kinga Piotrowska, et al. · Asian Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS