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|Title:||Synthesis of the putative structure of tridachiahydropyrone|
|Citation:||Organic Letters, 2005; 7(8):1581-1584|
|Publisher:||Amer Chemical Soc|
|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|
|Appears in Collections:||Wine Science publications|
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