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For examples see: (a) Soria-Mercado, I. E.; Prieto-Davo, A.; Jensen, P. R.; Fenical, W. J. Nat. Prod. 2005, 68, 904-910.
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(c) Hardt, I. H.; Jensen, P. R.; Fenical, W. Tetrahedron Lett. 2000, 41, 2073-2076. This structure has been recently revised on the basis of stable isotope feeding studies; see ref 15.
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33745549221
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5, calcd 511.1764).
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11
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37049081243
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For synthetic "analogues" see: Parrick, J.; Ragunathan, R. J. Chem. Soc., Perkin Trans, 1 1993, 2, 211-216.
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15
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0036771856
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15N NMR could have distingushed E and F. Indeed, the nitrogen atoms in the pyridazine (E) and pyrimidine (F) analogues should resonate at approximately 400 and 300 ppm, respectively. See: Rao, N. S.; Rao, G. B.; Murthy, B. N.; Das, N. M.; Prabhakar, T.; Lalitha, M. Spectrochim. Acta, Part A 2002, 58, 2737-2757.
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2942609690
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0023190382
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27
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33745530025
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note
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While 11 -deschloro-5 has not been identified as a natural product, there are several naphthopyranone derivatives known.
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28
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0031053743
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37049104664
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Decarboxylations of aromatic ring systems such as 10 are known in synthetic chemistry to occur with gentle heating, (a) Moody, C. J.; Rees, C. W.; Tsoi, S. C. J. Chem. Soc., Perkin Trans 1 1984, 5, 915-920.
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