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Trost, B. M., Ed.; Pergamon: Oxford, However, the conformational and steric arguments we present relating to the structure shown in Fig. 1 should also apply to carbocationic intermediates
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(c) As pointed out in refs. 8a, b, the type of reaction used in the present work is only formally an imino-ene reaction, and probably proceeds in astepwise fashion via cationic intermediates. See: Overman, L. E.; Ricca, D. in Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: Oxford, 1991; vol. 2, pp 1007 - 1046. However, the conformational and steric arguments we present relating to the structure shown in Fig. 1 should also apply to carbocationic intermediates.
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0010428453
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note
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2 solution; two singlets observed for the racemate, only one for the resolved materials).
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33
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0001378955
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36
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0010465802
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(d) Use of 1,3-dithiane itself under a variety of conditions [11e] gave at best 62% in the coupling reaction, but this was not reproducible. For other problems with the use of [2-(1,3-dithianyl)]lithium, see: Wade. P. A.; D'Ambrosio, S. G.; Murray, J. K., Jr. J. Org. Chem. 1995, 60, 4258.
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37
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0001950161
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and references therein
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(e) For a recent discussion of 1,3-dithiane coupling as a key step in total synthesis, see: Smith, A. B., III; Condon, S. M.; McCauley, J. A. Acc. Chem. Res. 1998, 31, 35 and references therein.
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40
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0010429452
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note
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2 was tried and of the solvents tested, toluene/ether (1:1) proved to be best.
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43
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0021873440
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44
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0010429310
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note
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18. (a) For a similar procedure starting with the corresponding bromide, see réf. 16.
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45
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0023268116
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(b) Iodine-lithium exchange using n-butyllithium, see: Kerdesky, F. A. J.; Schmidt, S. P.; Holms, J. H.; Dyer, R. D.; Carter, G. W.; Brooks, D. W. J. Med. Chem. 1987, 50, 1177.
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