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and references therein
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Thomson, R.H.6
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9
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0037052310
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Onegi, B.; Kraft, C.; Kohler, I.; Freund, M.; Jenett-Siems, K.; Siems, K.; Beyer, G.; Melzig, M. F.; Bienzle, U.; Eich, E. Phytochemistry 2002, 60, 39-44.
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Cannon, J. R.; Joshi, K. R.; McDonald, L. A.; Retallack, R. W.; Sierakowski, A. F.; Wong, L. C. H. Tetrahedron Lett. 1975, 32, 2795-2798. An alternative biosynthetic pathway leading from 6 to 1 involving ionic intermediates and a separate dehydrogenation step has been proposed in ref 4.
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Cannon, J.R.1
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Wong, L.C.H.6
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11
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0041388574
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note
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Of course, the order of the oxidation and cyclization events could be different.
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12
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0041388577
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note
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Interestingly, this relationship has not been explicitly stated in the original isolation paper (ref 5).
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13
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0041388575
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note
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Related reactions occur in the biosynthesis of estrone and other aromatic steroids.
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16
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0026607531
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De Min, M.; Croux, S.; Toumaire, C.; Hocquaux, M.; Jacquet, B.: Oliveros, E.; Maurette, M. T. Tetrahedron 1992, 48, 1869-1882.
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Croux, S.2
Toumaire, C.3
Hocquaux, M.4
Jacquet, B.5
Oliveros, E.6
Maurette, M.T.7
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17
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84985208679
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For related Knoevenagel-electrocyclization tandem reactions, see: Kopanski,. L.; Karbach, D.; Selbitschka, G.; Steglich, W. Liebigs Ann. Chem. 1987, 793-796.
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Kopanski, L.1
Karbach, D.2
Selbitschka, G.3
Steglich, W.4
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18
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37049071717
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Bock, K.; Jacobsen, N.; Terem, B. J. Chem. Soc., Perkin Trans. 1 1986, 659-664.
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Bock, K.1
Jacobsen, N.2
Terem, B.3
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19
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0041889459
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note
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We predict that compounds analogous to 4 can be isolated from natural sources containing 2 and 3.
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