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3
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0001521888
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b) K. Fuji, Chem. Rev. 1993, 93, 2037.
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Fuji, K.1
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34848909540
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Formation of C-C Bonds by Addition of Enolates to Carbonyl Groups: M. Braun in Methoden der Organischen Chemie (Houben/Weyl) 4th ed. 1952-, E21a, 1995, pp. 1603-1666.
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"Formation of C-C Bonds by Addition of Enolates to Carbonyl Groups": M. Braun in Methoden der Organischen Chemie (Houben/Weyl) 4th ed. 1952-, Vol. E21a, 1995, pp. 1603-1666.
-
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5
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33645950428
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For a recent approach, see
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For a recent approach, see: A. Arpin, J. M. Manthorpe, J. L. Gleason, Org. Lett. 2006, 8, 1359.
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Arpin, A.1
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Gleason, J.L.3
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6
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84988072919
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Diastereoselective alkylations of acyclic nitriles typically incorporate heteroatoms for additional complexation: a P. Gmeiner, E. Hummel, C. Haubmann, Liebigs Ann. 1995, 1987;
-
Diastereoselective alkylations of acyclic nitriles typically incorporate heteroatoms for additional complexation: a) P. Gmeiner, E. Hummel, C. Haubmann, Liebigs Ann. 1995, 1987;
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7
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0028032911
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b) M. T. Reetz, F. Kayser, K. Harms, Tetrahedron Lett. 1994, 35, 8769.
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Reetz, M.T.1
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Harms, K.3
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11
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0141631816
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For leading references on the use of chiral ligands in metalated nitrile alkylations, see: a
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For leading references on the use of chiral ligands in metalated nitrile alkylations, see: a) Y. Suto, N. Kumagai, S. Matsunaga, M. Kanai, M. Shibasaki, Org. Lett. 2003, 5, 3147;
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Suto, Y.1
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12
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34848911594
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b) R. P. Carlier, W.-F. Lam, C. N. Wan, D. I. Williams, Angew. Chem. 1989, 101, 2374;
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13
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0031702860
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Angew. Chem. Int. Ed. 1998, 37, 2252;
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Chem. Int. Ed
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Angew1
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14
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0027204131
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c) Q. A. Mi, Y. Z. Wang, Z. Y. Jiang, Tetrahedron: Asymmetry 1993, 4, 1957;
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Tetrahedron: Asymmetry
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Mi, Q.A.1
Wang, Y.Z.2
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15
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0026633940
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d) K. Soai, Y. Hirose, S. Sakata, Tetrahedron: Asymmetry 1992, 3, 677.
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Tetrahedron: Asymmetry
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Soai, K.1
Hirose, Y.2
Sakata, S.3
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18
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0042318839
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b) Y.-J. Chen, L.-J. Gao, I. Murad, A. Verstuyf, L. Verlinden, C. Verboven, R. Bouillon, D. Viterbo, M. Milanesio, D. Van Haver, M. Vandewalle, P. J. De Clerq, Org. Biomol. Chem. 2003, 1, 257;
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Org. Biomol. Chem
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Chen, Y.-J.1
Gao, L.-J.2
Murad, I.3
Verstuyf, A.4
Verlinden, L.5
Verboven, C.6
Bouillon, R.7
Viterbo, D.8
Milanesio, M.9
Van Haver, D.10
Vandewalle, M.11
De Clerq, P.J.12
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19
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0035077821
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c) T. Fujishima, L. Zhaopeng, K. Konno, K. Nakagawa, T. Okano, K. Yamaguchi, H. Takayama, Bioorg. Med. Chem. 2001, 9, 525;
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Bioorg. Med. Chem
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Fujishima, T.1
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Takayama, H.7
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20
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0034811223
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d) Y. Fall, C. Fernandez, V. González, A. Mouriño, Synlett 2001, 1567;
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Synlett
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Fall, Y.1
Fernandez, C.2
González, V.3
Mouriño, A.4
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21
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37049087196
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e) R. A. N. C. Crump, I. Fleming, J. H. M. Hill, D. Parker, N. L. Reddy, D. Waterson, J. Chem. Soc. Perkin Trans. 1 1992, 3277.
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J. Chem. Soc. Perkin Trans. 1
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Crump, R.A.N.C.1
Fleming, I.2
Hill, J.H.M.3
Parker, D.4
Reddy, N.L.5
Waterson, D.6
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23
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34848898414
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-
Although the alkylations were performed on a racemate, conjugate reduction yields chiral, β-substituted nitriles in high enantiomeric purity: D. Lee, D. Kim, J. Yun, Angew. Chem. 2006, 118, 2851;
-
Although the alkylations were performed on a racemate, conjugate reduction yields chiral, β-substituted nitriles in high enantiomeric purity: D. Lee, D. Kim, J. Yun, Angew. Chem. 2006, 118, 2851;
-
-
-
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24
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33746216296
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Angew. Chem. Int. Ed. 2006, 45, 2785.
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Chem. Int. Ed
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Angew1
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26
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0003942864
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Stereochemistry of Organic Compounds
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E. L. Eliel, S. H. Wilen, L. N. Mander, Stereochemistry of Organic Compounds, Wiley, New York, 1994, pp. 696-697.
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Wiley, New York
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Eliel, E.L.1
Wilen, S.H.2
Mander, L.N.3
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27
-
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34848906217
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-
1H NMR spectroscopic analysis of the crude reaction mixture failed to identify any diastereomer;
-
1H NMR spectroscopic analysis of the crude reaction mixture failed to identify any diastereomer;
-
-
-
-
28
-
-
34848847790
-
-
stereochemical assignment is based on X-ray crystallography of a derivative see the Supporting Information
-
b) stereochemical assignment is based on X-ray crystallography of a derivative (see the Supporting Information).
-
-
-
-
29
-
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0000609569
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G. Boche, K. Harms, M. Marsch, J. Am. Chem. Soc. 1988, 110, 6925.
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Marsch, M.3
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30
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2542514849
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R. Sott, J. Granander, G. Hilmersson, J. Am. Chem. Soc. 2004, 126, 6798.
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31
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33644517212
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F. F. Fleming, Z. Zhang, G. Wei, O. W. Steward, J. Org. Chem. 2006, 71, 1430.
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Fleming, F.F.1
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Wei, G.3
Steward, O.W.4
-
32
-
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34848873721
-
-
The configurations of 3b and 3c were secured by chemical correlation with that of the ester nitrile 3a as outlined in the Supporting Information.
-
The configurations of 3b and 3c were secured by chemical correlation with that of the ester nitrile 3a as outlined in the Supporting Information.
-
-
-
-
33
-
-
0006381342
-
-
Employed as a racemate, although potentially available in either enantiomeric series: M. Hayashi, T. Kaneko, N. Oguni, J. Chem. Soc. Perkin Trans. 1 1991, 25.
-
Employed as a racemate, although potentially available in either enantiomeric series: M. Hayashi, T. Kaneko, N. Oguni, J. Chem. Soc. Perkin Trans. 1 1991, 25.
-
-
-
-
34
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33751499786
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-
R. E. Ireland, P. Wipf, D. J. Armstrong III, J. Org. Chem. 1991, 56, 650.
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J. Org. Chem
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-
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Ireland, R.E.1
Wipf, P.2
Armstrong III, D.J.3
-
35
-
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34848916652
-
-
The configuration of 14 was chemically correlated with that of 3c (Scheme 2).
-
The configuration of 14 was chemically correlated with that of 3c (Scheme 2).
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-
-
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