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6
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Terry, B.J.1
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7
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18744376001
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Seger C., Erlebach D., Stuppner H., Griesser U.J., and Strasser H. Helv. Chim. Acta 88 (2005) 802
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Helv. Chim. Acta
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Seger, C.1
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Griesser, U.J.4
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8
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25844461669
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Seger C., Laengle T., Pernfuss B., Stuppner H., and Strasser H. J. Chromatogr., A 1092 (2005) 254
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Seger, C.1
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9
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14644438532
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Seger C., Sturm S., Laengle T., Wimmer W., Stuppner H., and Strasser H. J. Agric. Food Chem. 53 (2005) 1364
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Seger, C.1
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Stuppner, H.5
Strasser, H.6
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10
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12144287532
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Michelitsch A., Rueckert U., Rittmannsberger A., Seger C., Strasser H., and Likussar W. J. Agric. Food Chem. 52 (2004) 1423
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Michelitsch, A.1
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Likussar, W.6
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16
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67650008510
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note
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® search failed to locate any newer syntheses of oosporein than the one described by Posternak in Ref. 9.
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18
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67650030218
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note
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13
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21
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67650018604
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note
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More rapid isolation of the products (in approximately 80% yield) could be accomplished by removal of most of the methanol under reduced pressure, followed by dilution with water and isolation of the products by suction filtration. Failure to remove most of the methanol prior to dilution with water greatly diminished the yield of the product obtained.
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24
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0037218640
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Mixtures of quinones and tertiary amines have been observed to form stable radical anion/radical cation pairs. See, for example:
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Mixtures of quinones and tertiary amines have been observed to form stable radical anion/radical cation pairs. See, for example:. Dworniczak M. React. Kinet. Catal. Lett. 78 (2003) 65
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(2003)
React. Kinet. Catal. Lett.
, vol.78
, pp. 65
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Dworniczak, M.1
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25
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67650050428
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The ratio of solvent volume to mixture weight (10 mL of methanol per gram of mixture) appeared to be more critical than the number of washings. For identical one gram samples, one trituration with 10 mL of methanol produced 2 in 45% yield, two triturations with 5 mL each of methanol produced 2 in 49% yield, and three triturations with 3 mL each of methanol produced 2 in 51% yield, all uncontaminated by 3.
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26
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67650013206
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note
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As yields for the conversion of 2 into 4 are quantitative, this modification, had it been successful, would have only resulted in a saving of time, not an improvement of yield.
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27
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67650059007
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note
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While 6 equiv of pyrrolidine (relative to diquinone) were sufficient for the conversion of 4 into 8, the conversion of 1 into 9 required 12 equiv of pyrrolidine. Use of lesser amounts of pyrrolidine led to contamination of 9 with an unidentified impurity.
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