Adelaide Research & Scholarship
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https://hdl.handle.net/2440/66396
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| Type: | Journal article |
| Title: | Synthesis of the putative structure of tridachiahydropyrone |
| Author: | Jeffery, D. Perkins, M. White, J. |
| Citation: | Organic Letters, 2005; 7(8):1581-1584 |
| Publisher: | Amer Chemical Soc |
| Issue Date: | 2005 |
| ISSN: | 1523-7060 1523-7052 |
| Statement of Responsibility: | David W. Jeffery, Michael V. Perkins, and Jonathan M. White |
| Abstract: | [reaction: see text] A short total synthesis of the putative structure of the marine natural product tridachiahydropyrone as a single enantiomer is described. Novel steps include a cuprate addition and cyclization to form a cyclohexanone ring and formation of the bicyclic pyrone with P(2)O(5) on Celite. The spectroscopic data obtained for compound 1 do not match those reported for tridachiahydropyrone; therefore, revision of the assigned natural product structure is warranted. |
| Keywords: | Animals Mollusca Pyrones Nuclear Magnetic Resonance, Biomolecular Molecular Structure Cyclization Stereoisomerism |
| Rights: | Copyright © 2005 American Chemical Society |
| DOI: | 10.1021/ol050236d |
| Published version: | http://dx.doi.org/10.1021/ol050236d |
| Appears in Collections: | Aurora harvest Wine Science publications |
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