Thommen, Christophe and Jana, Chandan Kumar and Neuburger, Markus and Gademann, Karl. (2013) Syntheses of Taiwaniaquinone F and Taiwaniaquinol A via an Unusual Remote C-H Functionalization. Organic letters, Vol. 15, H. 6. pp. 1390-1393.
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Official URL: http://edoc.unibas.ch/dok/A6223301
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Abstract
A protecting-group-free route to (-)-taiwaniaquinone F based on a ring contraction and subsequent aromatic oxidation of a sugiol derivative is reported. In addition, the first synthesis of (+)-taiwaniaquinol A is reported via short time exposure of (-)-taiwaniaquinone F to sunlight triggering a remote C-H functionalization. The hypothesis that the biogenesis of some methylenedioxy bridged natural products could proceed via similar nonenzymatic mechanisms is presented.
| Faculties and Departments: | 05 Faculty of Science > Departement Chemie > Former Organization Units Chemistry > Organische Chemie (Gademann) |
|---|---|
| UniBasel Contributors: | Gademann, Karl |
| Item Type: | Article, refereed |
| Article Subtype: | Research Article |
| Publisher: | American Chemical Society |
| ISSN: | 1523-7060 |
| Note: | Publication type according to Uni Basel Research Database: Journal article |
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| Identification Number: |
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| Last Modified: | 27 Feb 2014 15:46 |
| Deposited On: | 27 Feb 2014 15:46 |
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