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8744260916
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Some recent catalysts are based on significantly different co-ordination environments, and developments using such catalysts can be anticipated in the future. See: a
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Some recent catalysts are based on significantly different co-ordination environments, and developments using such catalysts can be anticipated in the future. See: a) Y. J. Xu, N. W Alcock, G. J. Clarkson, G. Docherty, G. Woodward, M. Wills, Org. Lett. 2004, 6, 4105-4107;
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f) R. W. Guo, A. J. Lough, R. H. Morris, D. T. Song, Organometallics 2004, 23, 5524-5529;
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Guo, R.W.1
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g) K. Abdur-Rashid, R. W. Guo, A. J. Lough, R. H. Morris, D. T. Song, Adv. Synth. Catal. 2005, 347, 571-579;
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b) R. H. Morris, K. Abdur-Rashid, S. E. Clapham, A. Hadzovic, A. Lough, J. N. Harvey, J. Am. Chem. Soc. 2002, 124, 15104-15118;
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c) K. Abdur-Rashid, M. Faatz, A. J. Lough, R. H. Morris, J. Am. Chem. Soc. 2001, 123, 7473-7474;
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d) C. A. Sandoval, T. Ohkuma, K. Muñiz, R. Noyori, J. Am. Chem. Soc. 2003, 125, 13490-13503.
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33
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31944431826
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There are still no pressure hydrogenation catalysts capable of this task with any generality. However, a promising transfer hydrogenation system recently emerged: M. T. Reetz, X. Li, J. Am. Chem. Soc. 2006, 128, 1044-1045.
-
There are still no pressure hydrogenation catalysts capable of this task with any generality. However, a promising transfer hydrogenation system recently emerged: M. T. Reetz, X. Li, J. Am. Chem. Soc. 2006, 128, 1044-1045.
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34
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20444437938
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While our work was in progress, the Noyori group reported the first Ru catalyst to show promise in hydrogenation of a few tertiary alkyl ketones. The catalyst is of the type [RuCl2(BINAP)picoline, T. Ohkuma, C. A. Sandoval, R. Srinivasan, Q. Lin, Y. Wei, K. Muniz, R. Noyori, J. Am. Chem. Soc. 2005, 127, 8288-8289
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2(BINAP)(picoline)]. T. Ohkuma, C. A. Sandoval, R. Srinivasan, Q. Lin, Y. Wei, K. Muniz, R. Noyori, J. Am. Chem. Soc. 2005, 127, 8288-8289.
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35
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13844275569
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Imidazole-containing ketones were not hydrogenated by Noyori pressure hydrogenation, catalysts, although a transfer hydrogenation method was developed see
-
a) Imidazole-containing ketones were not hydrogenated by Noyori pressure hydrogenation, catalysts, although a transfer hydrogenation method was developed see: I. C Lennon, J. A. Ramsden, Org. Process Res. Dev. 2005, 9, 110-112;
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Lennon, I.C.1
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36
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0001322847
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some pyridyl ketones require borate additives, see: T. Ohkuma, M. Koizumoi, M. Yoshida, R. Noyori, Org. Lett. 2000, 2, 1749-1751.
-
b) some pyridyl ketones require borate additives, see: T. Ohkuma, M. Koizumoi, M. Yoshida, R. Noyori, Org. Lett. 2000, 2, 1749-1751.
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-
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37
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0041495678
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A. promising Ru-based imine hydrogenation catalyst has been reported, but significant development is still needed: C. J. Cobley, J. P. Henschke, Adv. Synth. Catal. 2003, 345, 195-201;
-
a) A. promising Ru-based imine hydrogenation catalyst has been reported, but significant development is still needed: C. J. Cobley, J. P. Henschke, Adv. Synth. Catal. 2003, 345, 195-201;
-
-
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38
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0035911986
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b) K. Abdur-Rashid, A. J. Lough, R. H. Morris, Organometallies 2001, 20, 1047-1049.
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Abdur-Rashid, K.1
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33846262996
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M. L. Clarke, M. B. Diaz-Valenzuela, A. M. Z. Slawin, Organometallies 2007, 26, 16-19.
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Clarke, M.L.1
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40
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0000028983
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Some Ru ester hydrogenation catalysts based on tridentate ligands have been, reported: a H. T. Teunissen and C. J. Elsevier, Chem. Commun. 1997, 667-668;
-
Some Ru ester hydrogenation catalysts based on tridentate ligands have been, reported: a) H. T. Teunissen and C. J. Elsevier, Chem. Commun. 1997, 667-668;
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41
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34250323981
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b) J. Zhang, G. Leitus, Y. Ben-David, D. Milstein, Angew. Chem. 2006, 118, 1131-1133;
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Zhang, J.1
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33744455063
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Angew. Chem. Int. Ed. 2006, 45, 1113-1115;
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43
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85153007905
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triphosphine in asymmetric hydrogenation with (≈30% ee): P. Barbaro, C. Bianchini, G. Giambastiani, A. Togni, Eur. J. Inorg. Chem. 2003, 4166.
-
c) triphosphine in asymmetric hydrogenation with (≈30% ee): P. Barbaro, C. Bianchini, G. Giambastiani, A. Togni, Eur. J. Inorg. Chem. 2003, 4166.
-
-
-
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44
-
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0001636693
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Compound 1 has been reported before en-route to a tetradentate supported catalyst, see: S. Laue, L. Greiner, J. Woltinger, A. Liese, Adv. Synth. Catal. 2001, 343, 711-720. For a very interesting transfer hydrogenation catalyst based on the tetradentate analogue of catalyst 2
-
Compound 1 has been reported before en-route to a tetradentate supported catalyst, see: S. Laue, L. Greiner, J. Woltinger, A. Liese, Adv. Synth. Catal. 2001, 343, 711-720. For a very interesting transfer hydrogenation catalyst based on the tetradentate analogue of catalyst 2
-
-
-
-
45
-
-
3242664987
-
-
see: J. X. Gao, T. Ikariya, R. Noyori, Organometallies 1996, 15, 1087-1089. This catalyst gives poor selectivity in pressure hydrogenation; see ref. [19(a)].
-
see: J. X. Gao, T. Ikariya, R. Noyori, Organometallies 1996, 15, 1087-1089. This catalyst gives poor selectivity in pressure hydrogenation; see ref. [19(a)].
-
-
-
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46
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38849179369
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For a recent domino synthesis of ketone 17, see
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For a recent domino synthesis of ketone 17, see: B. Willy, F. Rominger, T. J. J. Muller, Synthesis 2008, 293-303.
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Samec, J.S.M.1
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0029879373
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d) A. Fujii, S. Hashiguchi, N. Uematsu, T. Ikariya, R. Noyori, J.. Am. Chem. Soc. 1996, 118, 2521;
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e) S. Hashiguchi, A. Fujii, J. Takehara, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1995, 117, 7562;
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19744373802
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some transfer hydrogenation catalysts are able to reduce bulky ketones. For reduction of 1,1′1″-trimethylacetophenone with similar ee, see: A. M. Hayes, D. J. Morris, G. J. Clarkson, M. Wills, J. Am. Chem. Soc. 2005, 127, 7318;
-
f) some transfer hydrogenation catalysts are able to reduce bulky ketones. For reduction of 1,1′1″-trimethylacetophenone with similar ee, see: A. M. Hayes, D. J. Morris, G. J. Clarkson, M. Wills, J. Am. Chem. Soc. 2005, 127, 7318;
-
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53
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33750439431
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for transfer hydroge-nation, of imidazole-containing ketones in high ee, see: D. J. Morris, A. M. Hayes, M. Wills, J. Org. Chem. 2006, 71, 7035.
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g) for transfer hydroge-nation, of imidazole-containing ketones in high ee, see: D. J. Morris, A. M. Hayes, M. Wills, J. Org. Chem. 2006, 71, 7035.
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54
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0142259969
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a) V. Rautenstrauch, X. Hoang-Cong, R. Churland, K. Abdur-Rashid, R. H. Morris, Chem. Eur. J. 2003, 9, 4954-4967.
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55
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33745933460
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A recent report by the Noyori group has described a transfer- hydrogenation catalyst that gave good results in pressure and hydrogenation; T. Ohkuma, N. Utsumi, K. Tsutsumi, K. Murata, C. Sandoval, R. Noyori, J. Am. Chem. Soc. 2006, 128, 8724-8725.
-
A recent report by the Noyori group has described a transfer- hydrogenation catalyst that gave good results in pressure and hydrogenation; T. Ohkuma, N. Utsumi, K. Tsutsumi, K. Murata, C. Sandoval, R. Noyori, J. Am. Chem. Soc. 2006, 128, 8724-8725.
-
-
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57
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0033529884
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transfer hydrogenation using microwave heating using achiral catalyst: B. K. Bamik, K. J. Barakat, D. R. Wagle, M. S. Manhas, A. K. Bose, J. Org. Chem. 1999, 64, 5746-5753.
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b) transfer hydrogenation using microwave heating using achiral catalyst: B. K. Bamik, K. J. Barakat, D. R. Wagle, M. S. Manhas, A. K. Bose, J. Org. Chem. 1999, 64, 5746-5753.
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