Synthesis of the putative structure of tridachiahydropyrone |
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Authors: | Jeffery David W Perkins Michael V White Jonathan M |
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Institution: | School of Chemistry, Physics and Earth Sciences, Flinders University, G.P.O. Box 2100, Adelaide, S.A. 5001, Australia. |
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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. |
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