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1
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0003592858
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Benjamin W. A., Menlo Park, CA, Chapter 9
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(a) House, H. O. Modern Synthetic Reactions; W. A. Benjamin: Menlo Park, CA, 1972; Chapter 9.
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Modern Synthetic Reactions
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House, H.O.1
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2
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0002782655
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Trost, B. M., Fleming, I., Pattenden, G., Eds.; Pergamon: Oxford
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(b) Caine, D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Pattenden, G., Eds.; Pergamon: Oxford, 1991; Vol. 3, pp 1-63.
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Comprehensive Organic Synthesis
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Caine, D.1
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Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford
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(a) Curran, D. P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, 1991; Vol. 4, pp 715-831.
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Comprehensive Organic Synthesis
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Curran, D.P.1
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5
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0004269715
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Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim
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(b) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; Vols. 1 and 2.
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Radicals in Organic Synthesis
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6
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(a) Miura, K.; Taniguchi, M.; Nozaki, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1990, 31, 6391.
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Tetrahedron Lett.
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Miura, K.1
Taniguchi, M.2
Nozaki, K.3
Oshima, K.4
Utimoto, K.5
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8
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0011865244
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For the radical alkylation of ketones, see: (a) Lan-Hargest, H.-Y.; Elliott, J. D.; Eggleston, D. S.; Metcalf, B. W. Tetrahedron Lett. 1987, 28, 6557.
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Tetrahedron Lett.
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Lan-Hargest, H.-Y.1
Elliott, J.D.2
Eggleston, D.S.3
Metcalf, B.W.4
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9
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0025008203
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(b) Watanabe, Y.; Yoneda, T.; Ueno, Y.; Toru, T. Tetrahedron Lett. 1990. 31, 6669.
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Tetrahedron Lett.
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Watanabe, Y.1
Yoneda, T.2
Ueno, Y.3
Toru, T.4
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10
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0025761842
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(c) Renaud, P.; Vionnet, J.-P.; Vogel, P. Tetrahedron Lett. 1991, 32, 3491.
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Tetrahedron Lett.
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Renaud, P.1
Vionnet, J.-P.2
Vogel, P.3
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13
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0000369094
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(f) Miura, K.; Fujisawa, N.; Saito, H.; Wang, D.; Hosomi, A. Org. Lett. 2001, 3, 2591.
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Org. Lett.
, vol.3
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Miura, K.1
Fujisawa, N.2
Saito, H.3
Wang, D.4
Hosomi, A.5
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14
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0025895479
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(a) Boivin, J.; Fouquet, E.; Zard, S. Z. Tetrahedron Lett. 1991, 32, 4299.
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(1991)
Tetrahedron Lett.
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Boivin, J.1
Fouquet, E.2
Zard, S.Z.3
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15
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0028157646
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(b) Boivin, J.; Schiano, A.-M.; Zard, S. Z. Tetrahedron Lett. 1994, 35, 249.
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(1994)
Tetrahedron Lett.
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Boivin, J.1
Schiano, A.-M.2
Zard, S.Z.3
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20
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0032484067
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For reviews, (a) Baguley, P. A.; Walton, J. C. Angew. Chem., Int. Ed. 1998, 37, 3072.
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(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 3072
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Baguley, P.A.1
Walton, J.C.2
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22
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0035796859
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For our reports on tin-free radical reactions, see: (a) Kim, S.; Song, H.-J.; Choi, T.-L.; Yoon, J.-Y. Angew. Chem., Int. Ed. 2001, 40, 2524.
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(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 2524
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Kim, S.1
Song, H.-J.2
Choi, T.-L.3
Yoon, J.-Y.4
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23
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0035822769
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(b) Kim, S.; Lim, C. J.; Song, S.-E.; Kang, H.-Y. Chem. Commun. 2001, 1410.
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(2001)
Chem. Commun.
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Kim, S.1
Lim, C.J.2
Song, S.-E.3
Kang, H.-Y.4
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25
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0011819570
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note
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2) which were somewhat less stable than 1a and 1b.
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26
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0030878188
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When lithium enolate of 6 was quenched with TBSOTf at -78°C, 5 was isolated in 40% yield. Thus, it is essential to generate lithium enolate of 6 in the presence of TBSOTf and diethyl chlorophosphate to yield 1a and 1b. (a) Nicolaou, K. C.; Shi, G.-Q.; Gunzner, J. L.; Gartner, P.; Yang, Z. J. Am. Chem. Soc. 1997, 119, 5467. (b) Jiang, J.; DeVita, R. J.; Doss, G. A.; Goulet, M. T.; Wyvratt, M. J. J. Am. Chem. Soc. 1999, 121, 593.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 5467
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Nicolaou, K.C.1
Shi, G.-Q.2
Gunzner, J.L.3
Gartner, P.4
Yang, Z.5
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27
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0033608115
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When lithium enolate of 6 was quenched with TBSOTf at -78°C, 5 was isolated in 40% yield. Thus, it is essential to generate lithium enolate of 6 in the presence of TBSOTf and diethyl chlorophosphate to yield 1a and 1b. (a) Nicolaou, K. C.; Shi, G.-Q.; Gunzner, J. L.; Gartner, P.; Yang, Z. J. Am. Chem. Soc. 1997, 119, 5467. (b) Jiang, J.; DeVita, R. J.; Doss, G. A.; Goulet, M. T.; Wyvratt, M. J. J. Am. Chem. Soc. 1999, 121, 593.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 593
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Jiang, J.1
DeVita, R.J.2
Doss, G.A.3
Goulet, M.T.4
Wyvratt, M.J.5
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32
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0011861872
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note
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Since the rate of addition of a nucleophilic alkyl radical onto 1 would be relatively slow, the alkyl radical might react with a silyloxy radical, thereby stopping the radical chain reaction.
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33
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0011825399
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note
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2 (1.0 equiv) was almost completely consumed during the reaction. The structures of 9 and 10 are tentatively assigned.
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34
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0011820165
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note
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2 in benzene at 300 nm for 6 h gave 4,4′-bromodibenzyl in 80% yield.
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