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1
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50249096870
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For reviews, see: a, de Meijere, A, Diederich, F, Eds, Wiley-VCH: New York, Chapter 5
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For reviews, see: (a) Bräse, S.; deMeijere, A. Metal-Catalyzed Cross-Coupling Reactions; de Meijere, A., Diederich, F., Eds.; Wiley-VCH: New York, 2004; Chapter 5.
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Metal-Catalyzed Cross-Coupling Reactions
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5
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Trost, B. M, Ed, Pergamon: New York, Chapter 4.3
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(e) Heck, R. F. Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: New York, 1991; Vol. 4,Chapter 4.3.
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Comprehensive Organic Synthesis
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Heck, R.F.1
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6
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50249165471
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Aryl chlorides: (a) Linke, A. F.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 6989.
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Aryl chlorides: (a) Linke, A. F.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 6989.
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7
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85078684394
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Disubstituted alkenes: (b) Gürtler, C.; Buchwald, S. L. Chem. Eur. J. 1999, 5, 3107.
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Disubstituted alkenes: (b) Gürtler, C.; Buchwald, S. L. Chem. Eur. J. 1999, 5, 3107.
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8
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50249100452
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Internal olefins react poorly in our system Supporting Information
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(c) Internal olefins react poorly in our system (Supporting Information).
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9
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0034727285
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Allyltrimethylsilanes: (d) Jeffery, T. Tetrahedron Lett. 2000, 41, 8445.
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Allyltrimethylsilanes: (d) Jeffery, T. Tetrahedron Lett. 2000, 41, 8445.
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11
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48849110621
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Our discovery of the acetate directing effect for the Heck appears general: (b) Pan, D, Chen, A, Su, Y, Zhou, W, Li, S, Jia, W, Xiao, J, Liu, Q, Zhang, L, Jiao, N. Angew. Chem, Int. Ed. 2008, 47, 4729
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Our discovery of the acetate directing effect for the Heck appears general: (b) Pan, D.; Chen, A.; Su, Y.; Zhou, W.; Li, S.; Jia, W.; Xiao, J.; Liu, Q.; Zhang, L.; Jiao, N. Angew. Chem., Int. Ed. 2008, 47, 4729.
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12
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0001918453
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Oxidative Heck reactions: (a) Cho, C. S.; Uemura, S. J. Organomet. Chem. 1994, 465, 85.
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Oxidative Heck reactions: (a) Cho, C. S.; Uemura, S. J. Organomet. Chem. 1994, 465, 85.
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13
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18044402758
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(b) Du, X.; Suguro, M.; Hirabayashi, K.; Mori, A.; Nishikata, T.; Hagiwara, N.; Kawata, K.; Okeda, T.; Wang, H.; Fugami, K.; Kosugi, M. Org. Lett. 2001, 3, 3313.
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(c) Yoo, K. S.; Yoon, C. H.; Jung, K. W. J. Am. Chem. Soc. 2006, 128, 16384.
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Yoo, K.S.1
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15
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(d) Lindh, J.; Enquist, P.; Pilotti, A.; Nilsson, P.; Larhed, M. J. Org. Chem. 2007, 72, 7957.
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16
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0037715338
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2 with cationic Pd: (a) Nishikata, T.; Yamamoto, Y.; Miyaura, N. Angew. Chem., Int. Ed. 2003, 42, 2768.
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2 with cationic Pd: (a) Nishikata, T.; Yamamoto, Y.; Miyaura, N. Angew. Chem., Int. Ed. 2003, 42, 2768.
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17
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18744372130
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1 catalyzes C-H oxidation and animations: (b) Chen, M. S.; Prabagaran, N.; Labenz, N. A.; White, M. C. J. Am. Chem. Soc. 2005, 127, 6970.
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1 catalyzes C-H oxidation and animations: (b) Chen, M. S.; Prabagaran, N.; Labenz, N. A.; White, M. C. J. Am. Chem. Soc. 2005, 127, 6970.
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19
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0027473993
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Other examples of chelate-controlled Heck: (a) Filippini, L.; Gusmeroli, M.; Riva, R. Tetrahedron Lett. 1993, 34, 1643.
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Other examples of chelate-controlled Heck: (a) Filippini, L.; Gusmeroli, M.; Riva, R. Tetrahedron Lett. 1993, 34, 1643.
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20
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0000882877
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(d) Buezo, N. D.; Rosa, J. C.; Priego, J.; Alonso, I.; Carretero, J. C. Chem. Eur. J. 2001, 7, 3890.
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(a) Gangjee, A.; Zeng, Y.; McGuire, J. J.; Kisliuk, R. L. J. Med. Chem. 2005, 48, 5329.
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5: (a) Wu, Y. Q.; et al. J. Med. Chem. 2002, 45, 3558.
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26
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50249188428
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6: (b) Whitehouse, D, Hu, S, Van Zandt, M. C, Parker, G. U.S. Patent 055725, 2006
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6: (b) Whitehouse, D.; Hu, S.; Van Zandt, M. C.; Parker, G. U.S. Patent 055725, 2006.
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7: (c) Hirano, N.; Inoue, H.; Nagahara, T.; Ohyama, T.; Kaino, M.; Hayashi, K.; Hara, S.; Suzuki, R. U.S. Patent 068213, 2006.
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12: (a) Angelaud, R.; Zhong, Y.-L.; Maligres, P.; Lee, J.; Askin, D. J. Org. Chem. 2005, 70, 1949.
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3 coupled in 60% yield (see Supporting Information).
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3 coupled in 60% yield (see Supporting Information).
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33
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0025217001
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16
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16: Gaeta, F. C. A.; Lehman de Gaeta, L. S.; Kogan, T. P.; Or, Y.; Foster, C.; Czarniecki, M. J. Med. Chem. 1990, 33, 964.
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34
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Boric acid is likely a fluoride acceptor that opens a p-orbital on the aryl boron for transmetallation. For a review of these reagents, see: Molander, G. A, Ellis, N. Acc. Chem. Res. 2007, 40, 275. and references therein
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Boric acid is likely a fluoride acceptor that opens a p-orbital on the aryl boron for transmetallation. For a review of these reagents, see: Molander, G. A.; Ellis, N. Acc. Chem. Res. 2007, 40, 275. and references therein.
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36
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2 + DHQ). For an important study on PdH in Heck reactions, see: Hills, I. D.; Fu, G. C. J. Am. Chem. Soc. 2004, 126, 13178.
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2 + DHQ). For an important study on PdH in Heck reactions, see: Hills, I. D.; Fu, G. C. J. Am. Chem. Soc. 2004, 126, 13178.
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