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(a) For a summary of isoprostane nomenclature, see Taber, D. F.; Morrow, J. D.; Roberts, L. J., II. Prostaglandins 1997, 53, 63. (b) For an alternative nomenclature system for the isoprostanes, see Rokach, J.; Khanapure, S. P.; Hwang, S. W.; Adiyaman, M.; Lawson, J. A.; FitzGerald, G. A. Prostaglandins 1997, 54, 853.
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2t-isoprostane: Taber, D. F.; Hoerrner, R. S. J. Org. Chem. 1992, 57, 441. (b) See also ref 5d.
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15
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15844389646
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18
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0032567201
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2t-isoprostane: Pudukulathan, Z.; Manna, S.; Hwang, S.-W.; Khanapure, S. P.; Lawson, J. A.; FitzGerald, G. A.; Rokach, J. J. Am. Chem. Soc. 1998, 120, 11953.
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85069244570
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note
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4, the unstable tetraene resulting from β-hydride elimination was the major product.
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38
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85069243373
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note
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The ee's were determined by HPLC analyses with a CHIRALCEL OD column (Daicel Chemical Industries Ltd.): detector, UV (254 nm); flow rate, 1 mL/min; mobile phase, hexane/2-PrOH = 95/5 for 45 and 45b, hexane/2-PrOH = 99/1 for 48 and 48a.
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