SCOPUS 정보 검색 플랫폼

Volumn 6, Issue 2, 2004, Pages 169-172

Efficient Heterogeneous Asymmetric Transfer Hydrogenation of Ketones Using Highly Recyclable and Accessible Silica-Immobilized Ru-TsDPEN Catalysts

(4) Liu, Pei Nian a Gu, Pei Ming a Wang, Fei a Tu, Yong Qiang a

a LANZHOU UNIVERSITY (China)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE; MCM 41; RUTHENIUM COMPLEX; SILICA GEL; SILICON DIOXIDE; TOLUENE DERIVATIVE;

ARTICLE; ASYMMETRIC SYNTHESIS; CATALYSIS; CATALYST; CHIRALITY; ENANTIOSELECTIVITY; HYDROGENATION; IMMOBILIZATION; POROSITY;

EID: 0842285257 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol036065z Document Type: Article

Times cited : (181)

References (40)

1
- 0033522739
- For reviews of asymmeric transfer hydrogenation: (a) Palmer, M. J.; Wills, M. Tetrahedron: Asymmetry 1999, 10, 2045. (b) Zassinovich, G.; Mestroni, G.; Gladiali, S. Chem. Rev. 1992, 92, 1051.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 2045
- Palmer, M.J.¹ Wills, M.²

2
- 4243378570
- For reviews of asymmeric transfer hydrogenation: (a) Palmer, M. J.; Wills, M. Tetrahedron: Asymmetry 1999, 10, 2045. (b) Zassinovich, G.; Mestroni, G.; Gladiali, S. Chem. Rev. 1992, 92, 1051.
- (1992) Chem. Rev. , vol.92 , pp. 1051
- Zassinovich, G.¹ Mestroni, G.² Gladiali, S.³

3
- 0001040853
- (a) Hashiguchi, S.; Fujii, A.; Takehara, J.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1995, 117, 7562.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 7562
- Hashiguchi, S.¹ Fujii, A.² Takehara, J.³ Ikariya, T.⁴ Noyori, R.⁵

4
- 0029879373
- (b) Fujii, A.; Hashiguchi, S.; Uematsu, N.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1996, 118, 2521.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 2521
- Fujii, A.¹ Hashiguchi, S.² Uematsu, N.³ Ikariya, T.⁴ Noyori, R.⁵

5
- 0030984352
- (c) Haack, K.-J.; Hashiguchi, S.; Fujii, A.; Ikariya, T.; Noyori, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 285.
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 285
- Haack, K.-J.¹ Hashiguchi, S.² Fujii, A.³ Ikariya, T.⁴ Noyori, R.⁵

6
- 0030883527
- (d) Matsumura, K.; Hashiguchi, S.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1997, 119, 8738.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 8738
- Matsumura, K.¹ Hashiguchi, S.² Ikariya, T.³ Noyori, R.⁴

7
- 0002123299
- (e) Noyori, R.; Hashiguchi, S. Acc. Chem. Res. 1997, 30, 97.
- (1997) Acc. Chem. Res. , vol.30 , pp. 97
- Noyori, R.¹ Hashiguchi, S.²

8
- 0037040674
- (f) Watanabe, M.; Murata, K.; Ikariya, T. J. Org. Chem. 2002, 67, 1712.
- (2002) J. Org. Chem. , vol.67 , pp. 1712
- Watanabe, M.¹ Murata, K.² Ikariya, T.³

9
- 0141854157
- (g) Ma, Y.; Liu, H.; Chen, L.; Cui, X.; Zhu, J.; Deng, J. Org. Lett. 2003, 5, 2103.
- (2003) Org. Lett. , vol.5 , pp. 2103
- Ma, Y.¹ Liu, H.² Chen, L.³ Cui, X.⁴ Zhu, J.⁵ Deng, J.⁶

10
- 0036811241
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2002) Chem. Rev. , vol.102 , pp. 3345
- Bergbreiter, D.E.¹

11
- 0036811245
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2002) Chem. Rev. , vol.102 , pp. 3217
- Leadbeater, N.E.¹ Marco, M.²

12
- 0036810670
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2002) Chem. Rev. , vol.102 , pp. 3275
- McNamara, C.A.¹ Dixon, M.J.² Bradley, M.³

13
- 0036811238
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2002) Chem. Rev. , vol.102 , pp. 3325
- Dickerson, T.J.¹ Reed, N.N.² Janda, K.D.³

14
- 0035906943
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 1828
- Oosterom, G.E.¹ Reek, J.N.H.² Kamer, P.C.J.³ Van Leeuwen, P.W.N.M.⁴

15
- 0035470241
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2001) Chem. Rev. , vol.101 , pp. 2991
- Astruc, D.¹ Chardac, F.²

16
- 0036810318
- For reviews of supported chiral catalysts: (a) Bergbreiter, D. E. Chem. Rev. 2002, 102, 3345. (b) Leadbeater, N. E.; Marco, M. Chem. Rev. 2002, 102, 3217. (c) McNamara, C. A.; Dixon, M. J.; Bradley, M. Chem. Rev. 2002, 102, 3275. (d) Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002, 102, 3325. (e) Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Angew. Chem., Int. Ed. 2001, 40, 1828. (f) Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991. (g) van Heerbeek, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717.
- (2002) Chem. Rev. , vol.102 , pp. 3717
- Van Heerbeek, R.¹ Kamer, P.C.J.² Van Leeuwen, P.W.N.M.³ Reek, J.N.H.⁴

17
- 0036809927
- For reviews of inorganic material-immobilized chiral catalysts: (a) Song, C. E.; Lee, S. Chem. Rev. 2002, 102, 3495. (b) Fan, Q.-H.; Li, Y.-M.; Chan, A. S. C. Chem. Rev. 2002, 102, 3385. (c) Vos, D. E. D.; Dams, M.; Sels, B. F.; Jacobs, P. A. Chem. Rev. 2002, 102, 3615.
- (2002) Chem. Rev. , vol.102 , pp. 3495
- Song, C.E.¹ Lee, S.²

18
- 0036810665
- For reviews of inorganic material-immobilized chiral catalysts: (a) Song, C. E.; Lee, S. Chem. Rev. 2002, 102, 3495. (b) Fan, Q.-H.; Li, Y.-M.; Chan, A. S. C. Chem. Rev. 2002, 102, 3385. (c) Vos, D. E. D.; Dams, M.; Sels, B. F.; Jacobs, P. A. Chem. Rev. 2002, 102, 3615.
- (2002) Chem. Rev. , vol.102 , pp. 3385
- Fan, Q.-H.¹ Li, Y.-M.² Chan, A.S.C.³

19
- 0036810664
- For reviews of inorganic material-immobilized chiral catalysts: (a) Song, C. E.; Lee, S. Chem. Rev. 2002, 102, 3495. (b) Fan, Q.-H.; Li, Y.-M.; Chan, A. S. C. Chem. Rev. 2002, 102, 3385. (c) Vos, D. E. D.; Dams, M.; Sels, B. F.; Jacobs, P. A. Chem. Rev. 2002, 102, 3615.
- (2002) Chem. Rev. , vol.102 , pp. 3615
- Vos, D.E.D.¹ Dams, M.² Sels, B.F.³ Jacobs, P.A.⁴

20
- 0032571592
- (a) Breysse, E.; Pinel, C.; Lemaire, M. Tetrahedron: Asymmetry 1998, 9, 897.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 897
- Breysse, E.¹ Pinel, C.² Lemaire, M.³

21
- 0032578504
- (b) Locatelli, F.; Gamez, P.; Lemaire, M. J. Mol. Catal. A: Chem. 1998, 135, 89.
- (1998) J. Mol. Catal. A: Chem. , vol.135 , pp. 89
- Locatelli, F.¹ Gamez, P.² Lemaire, M.³

22
- 0033593067
- (c) Polborn, K.; Severin, K. Chem. Commun. 1999, 2481.
- (1999) Chem. Commun. , pp. 2481
- Polborn, K.¹ Severin, K.²

23
- 0034671282
- (d) Polborn, K.; Severin, K. Chem. Eur. J. 2000, 6, 4604.
- (2000) Chem. Eur. J. , vol.6 , pp. 4604
- Polborn, K.¹ Severin, K.²

24
- 0033866273
- (e) Polborn, K.; Severin, K. Eur. J. Inorg. Chem. 2000, 1687.
- (2000) Eur. J. Inorg. Chem. , pp. 1687
- Polborn, K.¹ Severin, K.²

25
- 0033693786
- (f) Touchard, F.; Fache, F.; Lemaire, M. Eur. J. Org. Chem. 2000, 3787.
- (2000) Eur. J. Org. Chem. , pp. 3787
- Touchard, F.¹ Fache, F.² Lemaire, M.³

26
- 0035794273
- (g) Rolland, A.; Herault, D.; Touchard, F.; Saluzzo, C.; Duval, R.; Lemaire, M. Tetrahedron: Asymmetry 2001, 12, 811.
- (2001) Tetrahedron: Asymmetry , vol.12 , pp. 811
- Rolland, A.¹ Herault, D.² Touchard, F.³ Saluzzo, C.⁴ Duval, R.⁵ Lemaire, M.⁶

27
- 0043065377
- (h) Liu, P. L.; Chen, Y. C.; Li, X. Q.; Tu, Y. Q.; Deng, J. G. Tetrahedron: Asymmetry 2003, 14, 2481.
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 2481
- Liu, P.L.¹ Chen, Y.C.² Li, X.Q.³ Tu, Y.Q.⁴ Deng, J.G.⁵

28
- 0032547030
- (i) Bayston, D. J.; Travers, C. B.; Polywka, M. E. C. Tetrahedron: Asymmetry 1998, 9, 2015.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 2015
- Bayston, D.J.¹ Travers, C.B.² Polywka, M.E.C.³

29
- 0001915254
- (j) ter Halle, R.; Schulz, E.; Lemaire, M. Synlett 1997, 1257.
- (1997) Synlett , pp. 1257
- Ter Halle, R.¹ Schulz, E.² Lemaire, M.³

30
- 0035928675
- (k) Chen, Y.-C.; Wu, T.-F.; Deng, J.-G.; Liu, H.; Jiang, Y.-Z.; Choi, M. C. K.; Chan, A. S. C. Chem. Commun. 2001, 1488.
- (2001) Chem. Commun. , pp. 1488
- Chen, Y.-C.¹ Wu, T.-F.² Deng, J.-G.³ Liu, H.⁴ Jiang, Y.-Z.⁵ Choi, M.C.K.⁶ Chan, A.S.C.⁷

31
- 0000048123
- (a) Adima, A.; Moreau, J. J. E.; Man, M. W. C. J. Mater. Chem. 1997, 7, 2331.
- (1997) J. Mater. Chem. , vol.7 , pp. 2331
- Adima, A.¹ Moreau, J.J.E.² Man, M.W.C.³

32
- 0034119267
- (b) Adima, A.; Moreau, J. J. E.; Man, M. W. C. Chirality 2000, 12, 411.
- (2000) Chirality , vol.12 , pp. 411
- Adima, A.¹ Moreau, J.J.E.² Man, M.W.C.³

33
- 0034595633
- (c) Hesemann, P.; Moreau, J. J. E. Tetrahedron: Asymmetry 2000, 11, 2183.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 2183
- Hesemann, P.¹ Moreau, J.J.E.²

34
- 85047698439
- Sandee, A. J.; Petra, D. G. I.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P. W. N. M. Chem. Eur. J. 2001, 7, 1202.
- (2001) Chem. Eur. J. , vol.7 , pp. 1202
- Sandee, A.J.¹ Petra, D.G.I.² Reek, J.N.H.³ Kamer, P.C.J.⁴ Van Leeuwen, P.W.N.M.⁵

35
- 0037178525
- Chen, Y.-C.; Wu, T.-F.; Deng, J.-G.; Liu, H.; Cui, X.; Zhu. J.; Jiang, Y.-Z.; Choi, M. C. K.; Chan, A. S. C. J. Org. Chem. 2002, 67, 5301.
- (2002) J. Org. Chem. , vol.67 , pp. 5301
- Chen, Y.-C.¹ Wu, T.-F.² Deng, J.-G.³ Liu, H.⁴ Cui, X.⁵ Zhu, J.⁶ Jiang, Y.-Z.⁷ Choi, M.C.K.⁸ Chan, A.S.C.⁹

36
- 0024431335
- Preparation of optically active fluoxetine. (a) Corey, E. J.; Reichard, G. A. Tetrahedron Lett. 1989, 30, 5207. (b) Sakuraba, S.; Achiwa, K. Synlett 1991, 689. (c) Koenig, T. M.; Mitchell, D. Tetrahedron Lett. 1994, 35, 1339. (d) Devine, P. N.; Heid, R. M.; Tschaen, D. M. Tetrahedron 1997, 53, 6739. (e) Huang, H.-L.; Liu, L. T.; Chen, S.-F.; Ku, H. Tetrahedron: Asymmetry 1998, 9, 1637.
- (1989) Tetrahedron Lett. , vol.30 , pp. 5207
- Corey, E.J.¹ Reichard, G.A.²

37
- 0002814727
- Preparation of optically active fluoxetine. (a) Corey, E. J.; Reichard, G. A. Tetrahedron Lett. 1989, 30, 5207. (b) Sakuraba, S.; Achiwa, K. Synlett 1991, 689. (c) Koenig, T. M.; Mitchell, D. Tetrahedron Lett. 1994, 35, 1339. (d) Devine, P. N.; Heid, R. M.; Tschaen, D. M. Tetrahedron 1997, 53, 6739. (e) Huang, H.-L.; Liu, L. T.; Chen, S.-F.; Ku, H. Tetrahedron: Asymmetry 1998, 9, 1637.
- (1991) Synlett , pp. 689
- Sakuraba, S.¹ Achiwa, K.²

38
- 0028268519
- Preparation of optically active fluoxetine. (a) Corey, E. J.; Reichard, G. A. Tetrahedron Lett. 1989, 30, 5207. (b) Sakuraba, S.; Achiwa, K. Synlett 1991, 689. (c) Koenig, T. M.; Mitchell, D. Tetrahedron Lett. 1994, 35, 1339. (d) Devine, P. N.; Heid, R. M.; Tschaen, D. M. Tetrahedron 1997, 53, 6739. (e) Huang, H.-L.; Liu, L. T.; Chen, S.-F.; Ku, H. Tetrahedron: Asymmetry 1998, 9, 1637.
- (1994) Tetrahedron Lett. , vol.35 , pp. 1339
- Koenig, T.M.¹ Mitchell, D.²

39
- 0030929143
- Preparation of optically active fluoxetine. (a) Corey, E. J.; Reichard, G. A. Tetrahedron Lett. 1989, 30, 5207. (b) Sakuraba, S.; Achiwa, K. Synlett 1991, 689. (c) Koenig, T. M.; Mitchell, D. Tetrahedron Lett. 1994, 35, 1339. (d) Devine, P. N.; Heid, R. M.; Tschaen, D. M. Tetrahedron 1997, 53, 6739. (e) Huang, H.-L.; Liu, L. T.; Chen, S.-F.; Ku, H. Tetrahedron: Asymmetry 1998, 9, 1637.
- (1997) Tetrahedron , vol.53 , pp. 6739
- Devine, P.N.¹ Heid, R.M.² Tschaen, D.M.³

40
- 0344505762
- Preparation of optically active fluoxetine. (a) Corey, E. J.; Reichard, G. A. Tetrahedron Lett. 1989, 30, 5207. (b) Sakuraba, S.; Achiwa, K. Synlett 1991, 689. (c) Koenig, T. M.; Mitchell, D. Tetrahedron Lett. 1994, 35, 1339. (d) Devine, P. N.; Heid, R. M.; Tschaen, D. M. Tetrahedron 1997, 53, 6739. (e) Huang, H.-L.; Liu, L. T.; Chen, S.-F.; Ku, H. Tetrahedron: Asymmetry 1998, 9, 1637.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1637
- Huang, H.-L.¹ Liu, L.T.² Chen, S.-F.³ Ku, H.⁴

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