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Synthesis
DOI: 10.1055/a-2640-7480
short review

The Cargill-Type Rearrangement in Natural Product Synthesis

Wen Xun
1   School of Food and Pharmaceutical Engineering, Zhaoqing University, Zhaoqing, China (Ringgold ID: RIN117974)
,
Deyun Ma
1   School of Food and Pharmaceutical Engineering, Zhaoqing University, Zhaoqing, China (Ringgold ID: RIN117974)
,
Rimeng Chen
2   Zhanjiang Institute for Food and Drug Control, Zhanjiang Institute for Food and Drug Control, Zhanjiang, China
,
Shaobin Su
3   Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, China (Ringgold ID: RIN12381)
,
Bo Xu 
4   State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany Chinese Academy of Sciences, Kunming, China (Ringgold ID: RIN26445)
› Author Affiliations
Supported by: Innovative Research Team Funding Project of Zhaoqing University TD202414
Supported by: National Natural Science Foundation of China 22201245
Supported by: Zhaoqing University Intramural Research Fund 2025013351
› Further Information
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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 its synthetic potential.



Publication History

Received: 03 May 2025

Accepted after revision: 20 June 2025

Accepted Manuscript online:
20 June 2025

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