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12344336713
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note
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The role of powdered 4-Å molecular sieves in this process has not yet been established. Use of other desiccants, including 3-Å and 5-Å molecular sieves, had a detrimental effect on rate and enantioselectivity. This raises the intriguing possibility that the 4-Å sieves may play a more direct role in the reaction mechanism.
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25
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12344310468
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note
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Only aromatic imines were investigated because, as yet, no useful method exists for the synthesis of aliphatic N-Boc imine derivatives.
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26
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note
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α-Nitrotoluene was also observed to undergo rapid reaction under these conditions, but racemic product was obtained.
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27
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note
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Takemoto et al. have postulated a mechanism for the nitro-Mannich reaction involving thiourea activation of the nitro-alkane. See ref. [7].
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29
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For a recent example of dual-activation catalysis, see: G. M. Sammis, H. Danjo, E. N. Jacobsen, J. Am. Chem. Soc. 2004, 126, 9928-9929.
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