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Synthesis 2025; 57(19): 2765-2782
DOI: 10.1055/a-2640-7480
DOI: 10.1055/a-2640-7480
Short Review
The Cargill-Type Rearrangement in Natural Product Synthesis
Authors
Gefördert durch: Innovative Research Team Funding Project of Zhaoqing University TD202414
Gefördert durch: National Natural Science Foundation of China 22201245
Gefördert durch: Zhaoqing University Intramural Research Fund 2025013351
Funding Information This work was financially supported by the National Natural Science Foundation of China (Grant Nos. 22201245), Zhaoqing University Intramural Research Fund (Grant #2025013351), and Innovative Research Team Funding Project of Zhaoqing University (Grant #TD202414).
Abstract
Natural products are a prolific source of drug leads due to their unique architectures and potent bioactivity. However, their structural complexity often presents formidable challenges for total synthesis. Skeletal editing has recently emerged as a powerful strategy to streamline synthetic routes by selectively reorganizing molecular frameworks. In this context, the Cargill-type rearrangement offers a unique yet underutilized approach to skeletal editing via carbonyl migration. Despite its value, this transformation has not been systematically reviewed. Here, we provide the first focused summary of Cargill-type rearrangements in natural product synthesis, highlighting mechanistic insights and key examples to illustrate their synthetic potential.
Keywords
Cargill-type rearrangement - Skeletal editing - Strain release - Total synthesis - Natural productsPublikationsverlauf
Eingereicht: 03. Mai 2025
Angenommen nach Revision: 20. Juni 2025
Accepted Manuscript online:
20. Juni 2025
Artikel online veröffentlicht:
29. Juli 2025
© 2025. Thieme. All rights reserved.
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