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for a conceptually different approach towards vinylogous Mannich products, see M. Lautens, E. Tayama, D. Nguyen, Org. Lett. 2004, 6, 345.
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d) for a conceptually different approach towards vinylogous Mannich products, see M. Lautens, E. Tayama, D. Nguyen, Org. Lett. 2004, 6, 345.
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see also: e) Q-X Guo, H. Liu, C. Guo, S.-W. Luo, Y. Gu, L.-Z. Gong, J. Am. Chem. Soc. 2007, 129, 3790.
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Reviews: a) T. Akiyama, J. Itoh, K. Fuchibe, Adv. Synth. Catal. 2006, 348, 999;
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Reduction of imines with Hantzsch esters: see, for example, a M. Rueping, E. Sugiono, C. Azap, T. Theissmann, M. Bolte, Org. Lett. 2005, 7, 3781;
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Reduction of imines with Hantzsch esters: see, for example, a) M. Rueping, E. Sugiono, C. Azap, T. Theissmann, M. Bolte, Org. Lett. 2005, 7, 3781;
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Aza Diels-Alder reactions with imines: see, for example, a J. Itoh, K. Fuchibe, T. Akiyama, Angew. Chem. 2006, 118, 4914;
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Aza Diels-Alder reactions with imines: see, for example, a) J. Itoh, K. Fuchibe, T. Akiyama, Angew. Chem. 2006, 118, 4914;
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Friedel-Crafts reactions with imines: see, for example, a D. Uraguchi, K. Sorimachi, M. Terada, J. Am. Chem. Soc. 2004, 126, 11804;
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Friedel-Crafts reactions with imines: see, for example, a) D. Uraguchi, K. Sorimachi, M. Terada, J. Am. Chem. Soc. 2004, 126, 11804;
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33746282355
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For a selection of further applications with imines see: a
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For a selection of further applications with imines see: a) M. Terada, K. Machioka, K. Sorimachi, Angew. Chem. 2006, 118, 2312;
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33746323600
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b) M. Rueping, E. Sugiono, C. Azap, Angew. Chem. 2006, 118, 2679;
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Rueping, M.1
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33845205051
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c) X.-H. Chen, X.-Y. Xu, H. Liu, L.-F. Cun, L.-Z. Gong, J. Am. Chem. Soc. 2006, 128, 14802;
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Chen, X.-H.1
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31944452587
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d) J. Seayad, A. M. Seayad, B. List, J. Am. Chem. Soc. 2006, 128, 1086;
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J. Am. Chem. Soc
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Seayad, J.1
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38849174175
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e) M. Rueping, A. P. Antonchick, C. Brinkmann, Angew. Chem. 2007, 119, 7027;
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f) M. J. Wanner, R. N. S. van der Haas, K. R. de Cuba, J. H. van Maarseveen, H. Hiemstra, Angew. Chem. 2007, 119, 7629:
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53
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33845248151
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For a selection of other applications, see: a
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For a selection of other applications, see: a) S. Mayer, B. List, Angew. Chem. 2006, 118, 4299;
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Angew. Chem
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Mayer, S.1
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34250762375
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b) M. Rueping, W. Ieawsuwan, A. P. Antonchick, B. J. Nachtsheim, Angew. Chem. 2007, 119, 2143;
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35048832273
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c) E. B. Rowland, G. B. Rowland, E. Rivera-Otero, J. C. Antilla, J. Am. Chem. Soc. 2007, 129, 12084;
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53249096986
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e) M. Rueping, B. J. Nachtsheim, S. A. Moreth, M. Bolte, Angew. Chem. 2008, 120, 603;
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63
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53549124552
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4 94:6.
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4 94:6.
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-
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64
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53549106493
-
-
Contact ion pair 6a (m/z = 1024) cleanly fragments during collision experiments in the ion trap into product 3a (m/z = 326) and the silyl ester of phosphoric acid 4e (m/z = 699).
-
Contact ion pair 6a (m/z = 1024) cleanly fragments during collision experiments in the ion trap into product 3a (m/z = 326) and the silyl ester of phosphoric acid 4e (m/z = 699).
-
-
-
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65
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53549131840
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-
The absolute configuration of the products was assigned by conversion of the related ethyl (2E,5S)-5-phenylamino-5-(4-chlorophenyl)-2- pentenoate (e.r. 92:8) into the saturated acid followed by comparison of the rotation value with reported data (see the Supporting Information).
-
The absolute configuration of the products was assigned by conversion of the related ethyl (2E,5S)-5-phenylamino-5-(4-chlorophenyl)-2- pentenoate (e.r. 92:8) into the saturated acid followed by comparison of the rotation value with reported data (see the Supporting Information).
-
-
-
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66
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53549088683
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Note added in proof: Akiyama et al. reported on a phosphoric acid catalyzed, vinylogous Mannich reaction of 2-silyloxyfurans: T. Akiyama, Y. Honma, J. Itoh, K. Fuchibe, Adv. Synth. Catal. 2008, 350, 399.
-
Note added in proof: Akiyama et al. reported on a phosphoric acid catalyzed, vinylogous Mannich reaction of 2-silyloxyfurans: T. Akiyama, Y. Honma, J. Itoh, K. Fuchibe, Adv. Synth. Catal. 2008, 350, 399.
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