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Unlike the medermycin family and the granaticins, which are glycosylated octaketides, the griseusins are decaketides. See: Yu, T. W.; Bibb, M. J.; Revill, W. P.; Hopwood, S. A. J. Bacteriol. 1994, 176, 2627.
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33646450363
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note
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Addition of water at low temperature (-78 °C) resulted in the formation of a mixture of quinol 15 and quinone 17 in which the bromo substituent had been lost. In this experiment, the isolated yields of 15 and 17 were 35 and 37%, respectively.
-
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30
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33646448377
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note
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2O, t-BuOMe) and at different concentrations of quinone 12 (0.1 M or 20 mM).
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0023064205
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Presumably a cis/trans mixture; the NMR spectra of this compound are complex because of coupling with the tin nucleus. For the preparation of vinyl stannane 18, see: Collins, P. W.; Kramer, S. W.; Gasiecki, A. F.; Weier, R. M.; Jones, P. H.; Gullikson, G. W.; Bianchi, R. G. J. Med. Chem. 1987, 30, 193.
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