期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 24, 页码 6813-6817出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201701481
关键词
biomimetic synthesis; cycloaddition; dimerization; natural products; terpenoids
资金
- Royal Society Research Grant
- Marie Curie Career Integration Grant
- Royal Society
- University of Edinburgh
The total synthesis of a dimeric thymol derivative (thymarnicol) isolated from Arnica sachalinensis was accomplished in 6 steps. A key biomimetic Diels-Alder dimerization was found to occur at ambient temperature and the final oxidative cyclization occurs when the substrate is exposed to air and visible light. These results indicate that this natural product is likely the result of spontaneous (non-enzyme-mediated) reactivity.
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