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For recent reviews, see: (a) Negishi, E., Ed. Handbook of Organopalladium Chemistry for Organic Synthesis; John Wiley & Sons: Hoboken, NJ, 2002; Vol. 2.
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(a) Formica, M.; Musco, A.; Pontellini, R.; Linn, K.; Mealli, C. J. Organomet. Chem. 1993, 448, C6.
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See also: e
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See also: (e) Satake, A.; Kadohama, H.; Koshino, H.; Nakata, T. Tetrahedron Lett. 1999, 40, 3597.
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Satake, A.1
Kadohama, H.2
Koshino, H.3
Nakata, T.4
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15
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0000752177
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For examples of obtaining cyclopropanes as a minor product in the palladium-catalyzed allylic alkylation, see: (a) Carfagna, C, Mariani, L, Musco, A, Sallese, G, Santi, R. J. Org. Chem. 1991, 56, 3924
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For examples of obtaining cyclopropanes as a minor product in the palladium-catalyzed allylic alkylation, see: (a) Carfagna, C.; Mariani, L.; Musco, A.; Sallese, G.; Santi, R. J. Org. Chem. 1991, 56, 3924.
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(b) Carfagna, C.; Galarini, R.; Musco, A.; Santi, R. J. Mol. Catal. 1992, 72, 19.
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Carfagna, C.1
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Santi, R.4
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(c) Rudler, H.; Harris, P.; Parlier, A.; Cantagrel, F.; Denise, B.; Bellassoued, M.; Vaissermann, J. J. Organomet. Chem. 2001, 624, 186.
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Bellassoued, M.6
Vaissermann, J.7
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18
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33845470366
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For examples of the use of other transition metals involving a nucleophilic attack to the central carbon of a π-allylmetal species, see: (a) Periana, R. A, Bergman, R. G. J. Am. Chem. Soc. 1984, 106, 7272
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For examples of the use of other transition metals involving a nucleophilic attack to the central carbon of a π-allylmetal species, see: (a) Periana, R. A.; Bergman, R. G. J. Am. Chem. Soc. 1984, 106, 7272.
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(c) Ohe, K.; Matsuda, H.; Morimoto, T.; Ogoshi, S.; Chatani, N.; Murai, S. J. Am. Chem. Soc. 1994, 116, 4125.
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Hirotsu, K.6
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24
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36849055230
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The relative configuration of the major diastereomer of 4ea (entry 5) was determined by X-ray crystallographic analysis (see Supporting Information).
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The relative configuration of the major diastereomer of 4ea (entry 5) was determined by X-ray crystallographic analysis (see Supporting Information).
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25
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36849043270
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The relative configuration of the minor diastereomer of 4ae (entry 9) was determined by X-ray crystallographic analysis (see Supporting Information).
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The relative configuration of the minor diastereomer of 4ae (entry 9) was determined by X-ray crystallographic analysis (see Supporting Information).
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26
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0006425658
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(a) Shimizu, I.; Yamada, T.; Tsuji, J. Tetrahedron Lett. 1980, 21, 3199.
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0000695867
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(b) Tsuda, T.; Chuji, Y.; Nishi, S.; Tawara, K.; Saegusa, T. J. Am. Chem. Soc. 1980, 102, 6381.
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29
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33747879509
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(d) You, S.-L.; Dai, L.-X. Angew. Chem., Int. Ed. 2006, 45, 5246.
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You, S.-L.1
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8744240568
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For leading references, see: a
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For leading references, see: (a) Burger, E. C.; Tunge, J. A. Org. Lett. 2004, 6, 4113.
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Mohr, J.T.1
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Patil, N.T.1
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Aranyos, A.; Old, D. W.; Kiyomori, A.; Wolfe, J. P.; Sadighi, J. P.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 4369.
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Wolfe, J.P.4
Sadighi, J.P.5
Buchwald, S.L.6
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36
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36849072752
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The relative configuration of the major diastereomer of 3aa was determined by X-ray crystallographic analysis of its carboxylic acid derivative (see Supporting Information).
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The relative configuration of the major diastereomer of 3aa was determined by X-ray crystallographic analysis of its carboxylic acid derivative (see Supporting Information).
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37
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36849010359
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For relevant discussions on the cyclopropanation versus allylation, see: (a) ref 4b
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For relevant discussions on the cyclopropanation versus allylation, see: (a) ref 4b.
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38
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0001525065
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(b) Aranyos, A.; Szabó, K. J.; Castano, A. M.; Bäckvall, J. E. Organometallics 1997, 16, 1058.
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Aranyos, A.1
Szabó, K.J.2
Castano, A.M.3
Bäckvall, J.E.4
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39
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36849044846
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As kindly suggested by one of the reviewers, the observed selectivity may be explained by the steric demand of palladacyclobutane intermediate C (Figure 2), the formation of which becomes unfavorable upon using a bulky phosphine ligand.
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As kindly suggested by one of the reviewers, the observed selectivity may be explained by the steric demand of palladacyclobutane intermediate C (Figure 2), the formation of which becomes unfavorable upon using a bulky phosphine ligand.
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