Total Synthesis of a Dimeric Thymol Derivative Isolated from Arnica sachalinensis
| Autor: | Gary S. Nichol, Andy Lawrence, Irene De Silvestro, Samuel L. Drew, Fernanda Duarte |
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| Rok vydání: | 2017 |
| Předmět: |
Light
Stereochemistry Proton Magnetic Resonance Spectroscopy Arnica sachalinensis Crystallography X-Ray 010402 general chemistry 01 natural sciences Catalysis Arnica chemistry.chemical_compound Biomimetics Reactivity (chemistry) Thymol Chromatography High Pressure Liquid Density Functional Theory Biological Products Oxidative cyclization Natural product Molecular Structure 010405 organic chemistry Substrate (chemistry) Total synthesis General Medicine General Chemistry 0104 chemical sciences chemistry Cyclization Feasibility Studies Dimerization Oxidation-Reduction Derivative (chemistry) |
| Zdroj: | Drew, S L, Duarte Gonzalez, F, De silvestro, I, Lawrence, A & Nichol, G 2017, ' Total Synthesis of a Dimeric Thymol Derivative Isolated from Arnica sachalinensis ', Angewandte Chemie . https://doi.org/10.1002/ange.201701481 |
| ISSN: | 1433-7851 |
| DOI: | 10.1002/anie.201701481 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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