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1
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52149110720
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For recent reviews on stereoselective gold catalysis involving allenes, see: a) N. Bongers, N. Krause, Angew. Chem. 2008, 120, 2208;
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4
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54849171900
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For reviews on transition metal-allene complexes, see: a, Ed, S. R. Landor, Academic Press, London
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For reviews on transition metal-allene complexes, see: a) T. L. Jacobs in The Chemistry of the Allenes, Vol. 2 (Ed.: S. R. Landor), Academic Press, London, 1982, pp. 277;
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8
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0012206131
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For experimental evidence of the coordination of copper, silver, and gold to the allene central carbon, see
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For experimental evidence of the coordination of copper, silver, and gold to the allene central carbon, see: J. H. B. Chenier, J. A. Howard, B. Mile, J. Am. Chem. Soc. 1985, 107, 4190.
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a) C. A. Dyker, V. Lavallo, B. Donnadieu, G. Bertrand, Angew. Chem. 2008, 120, 3250;
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54749120983
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Bent allenes can also exist as such: see Ref. [5] and references therein. For theoretical evidence, see: R. Tonner, G. Frenking, Angew. Chem. 2007, 119, 8850;
-
Bent allenes can also exist as such: see Ref. [5] and references therein. For theoretical evidence, see: R. Tonner, G. Frenking, Angew. Chem. 2007, 119, 8850;
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17
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44449132205
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For another recent example, see:, DOI: 10.1021/ja710423d
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For another recent example, see: T. Yamaguchi, Y. Yamamoto, D. Kinoshita, K.-a. Akiba, Y. Zhang, C. A. Reed, D. Hashizume, F. Iwasaki, J. Am. Chem. Soc., DOI: 10.1021/ja710423d.
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18
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54849171800
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For recent reviews on gold-mediated homogeneous catalysis, see: a
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For recent reviews on gold-mediated homogeneous catalysis, see: a) V. Michelet, P. Y. Toullec, J.-P. Genêt, Angew. Chem. 2008, 120, 4338;
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Eds, R. Crabtree, M. Mingos, Elsevier, Amsterdam, chap. 10.07, pp
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i) M. Malacria, J.-P. Goddard, L. Fensterbank in Comprehensive Organometallic Chemistry, 3rd ed. (COMC-III), Vol. 10 (Eds.: R. Crabtree, M. Mingos), Elsevier, Amsterdam, 2006, chap. 10.07, pp. 299.
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43549086500
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and references therein. See, for example
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See, for example: R. Zriba, V. Gandon, C. Aubert, L. Fensterbank, M. Malacria, Chem. Eur. J. 2008, 14, 1482, and references therein.
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For selected examples, see: a
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For selected examples, see: a) A. Hoffmann-Röder, N. Krause, Org. Lett. 2001, 3, 2537;
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g) N. T. Patil, L. M. Lutete, N. Nishina, Y. Yamamoto, Tetrahedron Lett. 2006, 47, 4749;
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54749130822
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M. J. Frisch et al., Gaussian 03, Gaussian, Inc., Pittsburgh, PA, 2003. DFT/B3LYP/LACVP(d,p) calculations. This methodology gave a very good agreement between computed and X-ray structures of the bent allene complexes reported in Refs. [5] and [6] (see Supporting Information).
-
M. J. Frisch et al., Gaussian 03, Gaussian, Inc., Pittsburgh, PA, 2003. DFT/B3LYP/LACVP(d,p) calculations. This methodology gave a very good agreement between computed and X-ray structures of the bent allene complexes reported in Refs. [5] and [6] (see Supporting Information).
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47
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54749154832
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For recent computational studies involving η2 allene-gold complexes, see: a
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2 allene-gold complexes, see: a) A. Correa, N. Marion, L. Fensterbank, M. Malacria, S. P. Nolan, L. Cavallo, Angew. Chem. 2008, 120, 623;
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49
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50
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34250811772
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52
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54749148805
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3 has been used as catalyst for intermolecular hydroamination of allenes resulting in chirality transfer: see Ref. [11a].
-
3 has been used as catalyst for intermolecular hydroamination of allenes resulting in chirality transfer: see Ref. [11a].
-
-
-
-
53
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54749151489
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-
Failed attempts led to allene complexes of type I, and no complex of type II′ could be found.
-
Failed attempts led to allene complexes of type I, and no complex of type II′ could be found.
-
-
-
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54
-
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32244445098
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see Ref. [13b], and: a L. Zhang, S. Wang, J. Am. Chem. Soc. 2006, 128, 1442;
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see Ref. [13b], and: a) L. Zhang, S. Wang, J. Am. Chem. Soc. 2006, 128, 1442;
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b) H. Funami, H. Kusama, N. Iwasawa, Angew. Chem. 2007, 119, 927;
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59
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54749115286
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-1, respectively.
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-1, respectively.
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60
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37849051960
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F.-Q. Shi, X. Li, Y. Xia, L. Zhang, Z.-X. Yu, J. Am. Chem. Soc. 2007, 129, 15503.
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62
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33750497627
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For recent examples, see Ref. [13b] and: a C. H. Oh, A. Kim, W. Park, D. I. Park, N. Kim, Synlett 2006, 2781;
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For recent examples, see Ref. [13b] and: a) C. H. Oh, A. Kim, W. Park, D. I. Park, N. Kim, Synlett 2006, 2781;
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64
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c) H.-S. Yeom, S.-J. Yoon, S. Shin, Tetrahedron Lett. 2007, 48, 4817;
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66
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54749149877
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[13b] and on the basis of an X-ray analysis (see Supporting information). The absolute configuration of 35 was confirmed by circular dichroism after hydrolysis into the corresponding ketone (see Supporting information).
-
[13b] and on the basis of an X-ray analysis (see Supporting information). The absolute configuration of 35 was confirmed by circular dichroism after hydrolysis into the corresponding ketone (see Supporting information).
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67
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