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N2-active electrophiles. Review: (a) Olah, G. A.; Krishnamurti, R.; Prakash, G. K. S. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; 3, pp 55-58.
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0002978724
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3 derivatives: (a) Marquet, J.; Moreno-Mañas, M. Synthesis 1979, 348-350.
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3 derivatives: (a) Marquet, J.; Moreno-Mañas, M. Synthesis 1979, 348-350.
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Silver-mediated reaction: (f) Kraus, G. A.; Hon, Y.-S. J. Org. Chem. 1985, 50, 4605-4608.
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Silver-mediated reaction: (f) Kraus, G. A.; Hon, Y.-S. J. Org. Chem. 1985, 50, 4605-4608.
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Zinc Lewis acid-mediated reaction: (g) Koschinsky, R.; Köhli, T.-P.; Mayer, H. Tetrahedron Lett. 1988, 29, 5641-5644.
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Zinc Lewis acid-mediated reaction: (g) Koschinsky, R.; Köhli, T.-P.; Mayer, H. Tetrahedron Lett. 1988, 29, 5641-5644.
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15
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84982055879
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Aluminum and boron Lewis acid-mediated reaction: (h) von Boldt, P.; Militzer, H.; Thielecke, W.; Schulz, L. Liebigs Ann. Chem. 1968, 718, 101-114.
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Aluminum and boron Lewis acid-mediated reaction: (h) von Boldt, P.; Militzer, H.; Thielecke, W.; Schulz, L. Liebigs Ann. Chem. 1968, 718, 101-114.
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16
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34447339000
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3-mediated reaction: (a) Adams, J. T.; Abramovitch, B.; Hauser, C. R. J. Am. Chem. Soc. 1943, 65, 522-554.
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3-mediated reaction: (a) Adams, J. T.; Abramovitch, B.; Hauser, C. R. J. Am. Chem. Soc. 1943, 65, 522-554.
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(c) Bisaro, F.; Prestat, G.; Vitale, M.; Poli, G. Synlett 2002, 1823-1826.
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Formic acid-mediated reaction: (d) Gullickson, G. C.; Lewis, D. E. Aust. J. Chem. 2003, 56, 385-388.
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Formic acid-mediated reaction: (d) Gullickson, G. C.; Lewis, D. E. Aust. J. Chem. 2003, 56, 385-388.
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20
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0037951340
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Sulfuric acid-mediated reaction: (e) Jiao, W.; Lash, T. D. J. Org. Chem. 2003, 68, 3896-3901.
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Sulfuric acid-mediated reaction: (e) Jiao, W.; Lash, T. D. J. Org. Chem. 2003, 68, 3896-3901.
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21
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84985516453
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4-catalyzed reaction: (a) Reetz, M. T.; Chatziiosifidis, I.; Schwellnus, K. Angew. Chem., Int. Ed. Engl. 1981, 20, 687-689.
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22
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3-catalyzed reaction: (b) Nguyen, R.-V.; Li, C.-J. J. Am. Chem. Soc. 2005, 127, 17184-17185.
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3-catalyzed reaction: (b) Nguyen, R.-V.; Li, C.-J. J. Am. Chem. Soc. 2005, 127, 17184-17185.
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23
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3042854420
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Transition-metal-catalyzed secondary alkylation of active methylene compounds. Au-catalyzed reaction with olefin: (a) Yao, X.; Li. C.-J. J. Am. Chem. Soc. 2004, 126, 6884-6885.
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Transition-metal-catalyzed secondary alkylation of active methylene compounds. Au-catalyzed reaction with olefin: (a) Yao, X.; Li. C.-J. J. Am. Chem. Soc. 2004, 126, 6884-6885.
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25
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0035860996
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Pd-catalyzed reaction with olefin: (c) Pei, T.; Widenhoefer, R. A. J. Am. Chem. Soc. 2001, 123, 11290-11291.
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Pd-catalyzed reaction with olefin: (c) Pei, T.; Widenhoefer, R. A. J. Am. Chem. Soc. 2001, 123, 11290-11291.
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0037460172
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(e) Pei, T.; Wang, X.; Widenhoefer, R. A. J. Am. Chem. Soc. 2003, 125, 648-649.
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(i) Leitner, A.; Larsen, J.; Steffens, C.; Hartwig, J. F. J. Org. Chem. 2004, 69, 7552-7557.
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Lanthanide- and Pd-catalyzed reaction with olefin: (j) Yang, D.; Li, J.-H.; Gao, Q.; Yan, Y.-L. Org. Lett. 2003, 5, 2869-2871.
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Lanthanide- and Pd-catalyzed reaction with olefin: (j) Yang, D.; Li, J.-H.; Gao, Q.; Yan, Y.-L. Org. Lett. 2003, 5, 2869-2871.
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(k) Yip, K.-T.; Li, J.-H.; Lee, O.-Y.; Yang, D. Org. Lett. 2005, 7, 5717-5719.
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0037039898
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Mn- and Co-catalyzed reaction with olefin: (l) Hirase, K.; Iwahama, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 2002, 67, 970-973.
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Mn- and Co-catalyzed reaction with olefin: (l) Hirase, K.; Iwahama, T.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 2002, 67, 970-973.
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35
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0037068149
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The benzylic alcohol bearing a strong electron-donating group reacts without any catalyst in aquous solutions: Takahashi, H, Kashiwa, N, Kobayashi, H, Hashimoto, Y, Nagasawa, K. Tetrahedron Lett. 2002, 43, 5751-5753
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The benzylic alcohol bearing a strong electron-donating group reacts without any catalyst in aquous solutions: Takahashi, H.; Kashiwa, N.; Kobayashi, H.; Hashimoto, Y.; Nagasawa, K. Tetrahedron Lett. 2002, 43, 5751-5753.
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36
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31444456960
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3-catalyzed reaction: (a) Yasuda, M.; Somyo, T.; Baba, A. Angew. Chem., Int. Ed. 2006, 45, 793-796.
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3-catalyzed reaction: (a) Yasuda, M.; Somyo, T.; Baba, A. Angew. Chem., Int. Ed. 2006, 45, 793-796.
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37
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33746317564
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Brønsted acid-mediated reaction: (b) Motokura, K.; Fujita, N.; Mori, K.; Mizugaki, T.; Ebitani, K.; Kaneda, K. Angew. Chem., Int. Ed. 2006, 45, 2605-2609.
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Brønsted acid-mediated reaction: (b) Motokura, K.; Fujita, N.; Mori, K.; Mizugaki, T.; Ebitani, K.; Kaneda, K. Angew. Chem., Int. Ed. 2006, 45, 2605-2609.
-
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38
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0034826848
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Ruthenium-catalyzed reaction via an allenylidene intermeditate: (c) Nishibayashi, Y.; Wakiji, I.; Ishii, Y.; Uemura, S.; Hidai, M. J. Am. Chem. Soc. 2001, 123, 3393-3394.
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Ruthenium-catalyzed reaction via an allenylidene intermeditate: (c) Nishibayashi, Y.; Wakiji, I.; Ishii, Y.; Uemura, S.; Hidai, M. J. Am. Chem. Soc. 2001, 123, 3393-3394.
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(d) Nishibayashi, Y.; Yoshikawa, M.; Inada, Y.; Hidai, M.; Uemura, S. J. Org. Chem. 2004, 69, 3408-3412.
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Nishibayashi, Y.1
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40
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33947182489
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3-catalyzed benzylation and allylation of 2,4-pentanediones was reported, (a) Rueping, M.; Nachtsheim, B. J.; Kuenkel, A. Org. Lett. 2007, 9, 825-828.
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3-catalyzed benzylation and allylation of 2,4-pentanediones was reported, (a) Rueping, M.; Nachtsheim, B. J.; Kuenkel, A. Org. Lett. 2007, 9, 825-828.
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Rueping, M.1
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Noji, M.; Ohno, T.; Fuji, K.; Futaba, N.; Tajima, H.; Ishii, K. J. Org. Chem. 2003, 68, 9340-9347.
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Secondary and tertiary alkylation of carbonyl compounds using silylenol ethers have been extensively investigated, a Chan, T. H, Paterson, I, Pinsonnault, J. Tetrahedron Lett. 1977, 18, 4183-4186
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Secondary and tertiary alkylation of carbonyl compounds using silylenol ethers have been extensively investigated, (a) Chan, T. H.; Paterson, I.; Pinsonnault, J. Tetrahedron Lett. 1977, 18, 4183-4186.
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45
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34447310176
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Reetz, M.T.1
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34447316022
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(f) Reetz, M. T.; Sauerwald, M.; Waltz, P. Tetrahedron Lett. 1981, 22, 1101-1104.
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53
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0007573019
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Kobayashi, S.1
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61
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34447336268
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(a) Waller, F. J.; Barrett, A. G. M.; Braddock, D. C.; McKinnell, R. M.; Ramprasad, D. J. Chem. Soc, Perkin Trans. 1 1999, 967-871.
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Waller, F.J.1
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Ramprasad, D.5
-
63
-
-
34447315699
-
-
Mixture of DL and meso-bis-1-(4-methoxyphenyl)ethyl ethers. The typical structures are shown in Scheme 1.
-
Mixture of DL and meso-bis-1-(4-methoxyphenyl)ethyl ethers. The typical structures are shown in Scheme 1.
-
-
-
-
64
-
-
34447322170
-
-
Octadecane was used as an internal standard for the reactions in 1,2-dichloroe thane
-
Octadecane was used as an internal standard for the reactions in 1,2-dichloroe thane.
-
-
-
-
65
-
-
34447344648
-
-
See eq 2
-
See eq 2.
-
-
-
-
66
-
-
34447341594
-
-
The GC yield was calculated based on the calibration line prepared from pure 3a and nitrocyclohexane. The isolated yield of the reaction conditions was 97%.
-
The GC yield was calculated based on the calibration line prepared from pure 3a and nitrocyclohexane. The isolated yield of the reaction conditions was 97%.
-
-
-
-
67
-
-
0003116840
-
-
3. Rao, V. J.; Prevost, N.; Ramamurthy, V.; Kojima, M.; Johnston, L. J. Chem. Commun. 1997, 2209-2210.
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3. Rao, V. J.; Prevost, N.; Ramamurthy, V.; Kojima, M.; Johnston, L. J. Chem. Commun. 1997, 2209-2210.
-
-
-
-
68
-
-
0001712831
-
-
(a) Arumugam, S.; McLeod, D.; Verkade, J. G. J. Org. Chem. 1998, 63, 3677-3679.
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0000705849
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70
-
-
34447327697
-
-
2O), 4%. Dimethyl malonate: 0%. Detailed conditions are given in the Supporting Information.
-
2O), 4%. Dimethyl malonate: 0%. Detailed conditions are given in the Supporting Information.
-
-
-
-
71
-
-
34447335998
-
-
3 at 100°C for 19 h to give the benzylated product in 0.5% yield.
-
3 at 100°C for 19 h to give the benzylated product in 0.5% yield.
-
-
-
-
72
-
-
0008967669
-
-
-3%, rt). (a) Gero, A. J. Org. Chem. 1954, 19, 1960-1970.
-
-3%, rt). (a) Gero, A. J. Org. Chem. 1954, 19, 1960-1970.
-
-
-
-
74
-
-
34447332983
-
-
2Ph, which is an intermediate of the reaction. See Scheme 1.
-
2Ph, which is an intermediate of the reaction. See Scheme 1.
-
-
-
-
75
-
-
34447317412
-
-
Olah, G. A, Prakash, G. K. S, Eds, John Wiley & Sons: New Jersey
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(a) Carbocation Chemistry; Olah, G. A., Prakash, G. K. S., Eds.; John Wiley & Sons: New Jersey, 2004, p 29.
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0039005978
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Vrček, V.1
Kronja, O.2
Siehl, H.-U.3
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78
-
-
34447299002
-
-
3 in nitromethane at 60°C for 2 h gave 2-methyl-5-(1-methyl-1-phenyl)ethylfuran in 99% yield.
-
3 in nitromethane at 60°C for 2 h gave 2-methyl-5-(1-methyl-1-phenyl)ethylfuran in 99% yield.
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-
-
-
81
-
-
0000565349
-
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Other examples of cationic etherification of benzylic alcohols: (a) Kim, S.; Chung, K. N.; Yang, S. J. Org. Chem. 1987, 52, 3917-3919.
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Other examples of cationic etherification of benzylic alcohols: (a) Kim, S.; Chung, K. N.; Yang, S. J. Org. Chem. 1987, 52, 3917-3919.
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0037048606
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101
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15444368263
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102
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11444258787
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105
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34447329446
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In several cases, the slopes were deduced from the isolated yields
-
In several cases, the slopes were deduced from the isolated yields.
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