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For recent reviews, see: a) D. Morton, R. A. Stockman, Tetrahedron 2006, 62, 8869;
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0037871675
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Several S-chiral sulfoxides were previously reported to promote asymmetric allylations, which, however, were not catalytic and were all used in at least a stoichometric amount to achieve reasonable reactivity and stereoselectivity, see: a S. Kobayashi, C. Ogawa, H. Konishi, M. Sugiura, J. Am. Chem. Soc. 2003, 125, 6610;
-
Several S-chiral sulfoxides were previously reported to promote asymmetric allylations, which, however, were not catalytic and were all used in at least a stoichometric amount to achieve reasonable reactivity and stereoselectivity, see: a) S. Kobayashi, C. Ogawa, H. Konishi, M. Sugiura, J. Am. Chem. Soc. 2003, 125, 6610;
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15
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0034614084
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A similar strategy has been previously adopted by Denmark's group for developing the bisphosphoramide catalyst system, see: a
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A similar strategy has been previously adopted by Denmark's group for developing the bisphosphoramide catalyst system, see: a) S. E. Denmark, J. Fu, J. Am. Chem. Soc. 2000, 122, 12021;
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J. Am. Chem. Soc
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Fu, J.2
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33644935536
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For other types of chiral organocatalysts we previously developed for the asymmetric reduction of imines by HSiCl3, see: a Z. Wang, X. Ye, S. Wei, P. Wu, A. Zhang, J. Sun, Org. Lett. 2006, 8, 999;
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3, see: a) Z. Wang, X. Ye, S. Wei, P. Wu, A. Zhang, J. Sun, Org. Lett. 2006, 8, 999;
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0035953044
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for chiral organocatalysts developed by others for the same transformation, see: e
-
for chiral organocatalysts developed by others for the same transformation, see: e) F. Iwasaki, O. Onomura, K. Mishima, T. Kanematsu, T. Maki, Y. Matsumura, Tetrahedron Lett. 2001, 42, 2525;
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g) O. Onomura, Y. Kouchi, F. Iwasaki, Y. Matsumura, Tetrahedron Lett. 2006, 47, 3751;
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28944440055
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h) A. V. Malkov, S. Stoncius, K. N. MacDougall, A. Mariani, G. D. McGeoch, P. Kocovsky, Tetrahedron 2006, 62, 264;
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i) A. V. Malkov, A. Liddon, P. Ramirez-Lopez, L. Bendova, D. Haigh, P. Kocovsky, Angew. Chem. 2006, 118, 1460;
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33847051249
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34248584027
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For selected recent examples of highly enantioselective reduction of ketimines, see: a
-
For selected recent examples of highly enantioselective reduction of ketimines, see: a) Y. Wang, S. Lu, Y.-G. Zhou, J. Org. Chem. 2007, 72, 3729;
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J. Org. Chem
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44
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53949086253
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This general procedure was found to be ineffective for the synthesis of 5c, for which a different multi-step synthetic procedure was developed see the Supporting Information
-
This general procedure was found to be ineffective for the synthesis of 5c, for which a different multi-step synthetic procedure was developed (see the Supporting Information).
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45
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53949109126
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It should be noted that the present catalyst system is not effective for the reduction of the following two different types of keimines under the optimal conditions: Chemical Equation Presented
-
It should be noted that the present catalyst system is not effective for the reduction of the following two different types of keimines under the optimal conditions: (Chemical Equation Presented)
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