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For a diastereoselective intermolecular C-H amination catalyzed by a chiral dirhodium complex, see: (a) Liang, C.; Collet, F.; Robert-Peillard, F.; Müller, P.; Dodd, R. H.; Dauban, P. J. Am. Chem. Soc. 2008, 130, 343.
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Similar arguments have been put forth for rhodium-catalyzed carbene transformations. See(a) Padwa, A.; Austin, D. J.; Price, A. T.; Semones, M. A.; Doyle, M. P.; Protopopova, M. N.; Winchester, W. R.; Tran, A. J. Am. Chem. Soc. 1993, 115, 8669.
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Similar arguments have been put forth for rhodium-catalyzed carbene transformations. See(a) Padwa, A.; Austin, D. J.; Price, A. T.; Semones, M. A.; Doyle, M. P.; Protopopova, M. N.; Winchester, W. R.; Tran, A. J. Am. Chem. Soc. 1993, 115, 8669.
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and references therein. Similar observations have been made with other types of oxidants, see
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Similar observations have been made with other types of oxidants, see: Doyle, M. P. J. Org. Chem. 2006, 71, 9253, and references therein.
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4 has an oxidation potential of 1150 mV vs. SCE.
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4 has an oxidation potential of 1150 mV vs. SCE.
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All other compounds are assumed to have formed with the same absolute sense of induction
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All other compounds are assumed to have formed with the same absolute sense of induction.
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A recent DFT study supports a concerted mechanism, see
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A recent DFT study supports a concerted mechanism, see: Lin, X.; Zhao, C.; Che, C.-M.; Ke, Z.; Phillips, D. L. Chem. Asian J. 2007, 2, 1101.
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Recovered starting material accounts for the mass balance. While compelling, these data cannot definitively rule out a stepwise pathway
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Recovered starting material accounts for the mass balance. While compelling, these data cannot definitively rule out a stepwise pathway.
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