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4
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4544319086
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note
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N-Diphenylphosphinoylimines and N-tosylimines do not undergo three-component coupling. N-Aryl imines and N-benzylimines afforded low yields and selectivities.
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5
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0037467387
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a) K. M. Miller, W.-S. Huang, T. F. Jamison, J. Am. Chem. Soc. 2003, 125, 3442;
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Miller, K.M.1
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Jamison, T.F.3
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7
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0037069728
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c) for catalytic, asymmetric Nozaki-Hiyama-Kishi reactions, see: H. W. Choi, K. Nakajima, D. Demeke, F. A. Kang, H. S. Jun, Z. K. Wan, Y. Kishi, Org. Lett. 2002, 4, 4435;
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Choi, H.W.1
Nakajima, K.2
Demeke, D.3
Kang, F.A.4
Jun, H.S.5
Wan, Z.K.6
Kishi, Y.7
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10
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0036851670
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For diastereoselective additions to chiral imines, see: a) J. A. Ellman, T. D. Owens, T. P. Tang, Acc. Chem. Res. 2002, 35, 984;
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Acc. Chem. Res.
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Ellman, J.A.1
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0033516314
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f) R. A. Batey, D. B. MacKay, V. Santhakumar, J. Am. Chem. Soc. 1999, 121, 5075;
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Batey, R.A.1
MacKay, D.B.2
Santhakumar, V.3
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16
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0000862669
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g) for a review of catalytic, enantioselective additions to imines, see: a) S. Kobayashi, H. Ishitani, Chem. Rev. 1999, 99, 1069.
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Kobayashi, S.1
Ishitani, H.2
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17
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0000653605
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For catalytic, asymmetric rearrangements of prochiral allylic imidates to allylic amines, see: a) M. Calter, T. K. Hollis, L. E. Overman, J. Ziller, G. G. Zipp, J. Org. Chem. 1997, 62, 1449;
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Calter, M.1
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19
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0000832159
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c) for the rearrangement of chiral allylic alcohols to trichloroacetimidates, see: L. E. Overman, J. Am. Chem. Soc. 1974, 96, 597;
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Overman, L.E.1
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21
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0001335265
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a) R. B. Grossman, W. M. Davis, S. L. Buchwald, J. Am. Chem. Soc. 1991, 113, 2321;
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Grossman, R.B.1
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22
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0242464534
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b) for the synthesis of enantiomerically enriched allylic alcohols by using chiral titanium-alkyne complexes, see: Y. Takayanagi, K. Yamashita, Y. Yoshida, F. Sato, Chem. Commun. 1996, 1725.
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Takayanagi, Y.1
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23
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0000034072
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a) S. E. Denmark, N. Nakajima, O. J.-C. Nicaise, J. Am. Chem. Soc. 1994, 116, 8797;
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Denmark, S.E.1
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0242432936
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S. J. Patel, T. F. Jamison, Angew. Chem. 2003, 115, 1402; Angew. Chem. Int. Ed. 2003, 42, 1364.
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Patel, S.J.1
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0037471214
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S. J. Patel, T. F. Jamison, Angew. Chem. 2003, 115, 1402; Angew. Chem. Int. Ed. 2003, 42, 1364.
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Angew. Chem. Int. Ed.
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29
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4544280998
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note
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A maximum of 41 % ee and 36 % yield was observed; see reference [9].
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30
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4544260809
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note
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P,N ligands, (R)-MOP (2-(diphenylphosphanyl)-2′-methoxy-1,1′- binaphthyl), PPF-OMe ((R)-1-[(S)-2-(diphenylphosphanyl)ferrocenyl]ethyl methyl ether), imidazolium carbenes, and menthol-derived phosphanes are examples of monophosphane ligands tested.
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31
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4544339825
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note
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Replacement of the aliphatic group on nitrogen with p-anisyl resulted in lower enantioselectivity (35% ee) with ligand ld under otherwise identical reaction conditions.
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32
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0025152027
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S. Jugé, M. Stephan, J. A. Laffitte, J. P. Genêt, Tetrahedron Lett. 1990, 31, 6357.
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Jugé, S.1
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Genêt, J.P.4
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33
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0037178489
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2-tert-Butylphenyllithium and 2,6-dimethylphenyllithium did not undergo addition to the oxazaphospholidine-borane complex. Other research groups have reported similar difficulties with mesityllithium, 9-anthryllithium, and 2,4,6-trimethoxyphenyllithium: a) F. Maienza, F. Spindler, M. Thommen, B. Pugin, C. Malan, A. Mezzetti, J. Org. Chem. 2002, 67, 5239.
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Maienza, F.1
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Malan, C.5
Mezzetti, A.6
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34
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0000683974
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In general, additions to imines derived from enolizable aldehydes suffer from deprotonation and decomposition. For recent references, see: a) K. Yamada, S. J. Harwood, H. Groger, M. Shibasaki, Angew. Chem. 1999,111, 3713; Angew. Chem. Int. Ed. 1999, 38, 3504;
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Angew. Chem.
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Yamada, K.1
Harwood, S.J.2
Groger, H.3
Shibasaki, M.4
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35
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0033521210
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In general, additions to imines derived from enolizable aldehydes suffer from deprotonation and decomposition. For recent references, see: a) K. Yamada, S. J. Harwood, H. Groger, M. Shibasaki, Angew. Chem. 1999,111, 3713; Angew. Chem. Int. Ed. 1999, 38, 3504;
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Angew. Chem. Int. Ed.
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36
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b) A. Boezio, J. Pytkowicz, A. Côté, A.B. Charette, J. Am. Chem. Soc. 2003, 125, 14 260;
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Boezio, A.1
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Côté, A.3
Charette, A.B.4
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37
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ref. [4]
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c) ref. [4].
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40
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4544304736
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note
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a) Reference [4b,c] and references therein;
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