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Volumn 68, Issue 26, 2003, Pages 10146-10151

Effect of Temperature on the Enantioselectivity in the Oxazaborolidine-Catalyzed Asymmetric Reduction of Ketones. Noncatalytic Borane Reduction, a Nonneglectable Factor in the Reduction System

(3) Xu, Jiaxi a Wei, Tiezheng a Zhang, Qihan a

a Peking University (China)

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVITY; FUNCTIONAL GROUPS;

ALCOHOLS; BORON COMPOUNDS; CATALYSIS; GAS CHROMATOGRAPHY; REDUCTION; STEREOCHEMISTRY; THERMAL EFFECTS; TOLUENE;

KETONES;

BORANE DERIVATIVE; BORIC ACID; KETONE; OXAZABOROLIDINE DERIVATIVE; PROLINE DERIVATIVE; TOLUENE;

ARTICLE; ASYMMETRIC CATALYSIS; CATALYSIS; CATALYST; ENANTIOSELECTIVITY; GAS CHROMATOGRAPHY; REACTION ANALYSIS; REDUCTION; TEMPERATURE;

EID: 0346992396 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo035203v Document Type: Article

Times cited : (72)

References (35)

1
- 0026733927
- For recent reviews, see: (a) Wallbaum, S.; Martens, J. Tetrahedron: Asymmetry 1992, 3, 1475-1504.
- (1992) Tetrahedron: Asymmetry , vol.3 , pp. 1475-1504
- Wallbaum, S.¹ Martens, J.²

2
- 0026663693
- (b) Singh, V. K. Synthesis 1992, 605-617.
- (1992) Synthesis , pp. 605-617
- Singh, V.K.¹

3
- 0342697384
- (c) Deloux, L.; Srebnik, M. Chem. Rev. 1993, 93, 763-784.
- (1993) Chem. Rev. , vol.93 , pp. 763-784
- Deloux, L.¹ Srebnik, M.²

4
- 0032541271
- (d) Corey, E. J.; Helal, C. J. Angew. Chem., Int. Ed. 1998, 37, 1986-2012.
- (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 1986-2012
- Corey, E.J.¹ Helal, C.J.²

5
- 0001066598
- Itsuno, S.; Sakurai, Y.; Ito, K.; Hirao, A.; Nakahama, S. Bull. Chem. Soc. Jpn. 1987, 60, 395-396.
- (1987) Bull. Chem. Soc. Jpn. , vol.60 , pp. 395-396
- Itsuno, S.¹ Sakurai, Y.² Ito, K.³ Hirao, A.⁴ Nakahama, S.⁵

6
- 33845282886
- Corey, E. J.; Bakshi, R. K.; Shibata, S. J. Am. Chem. Soc. 1987, 109, 5551-5553.
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 5551-5553
- Corey, E.J.¹ Bakshi, R.K.² Shibata, S.³

7
- 33845282438
- (b) Corey, E. J.; Bakshi, R. K.; Shibata, S.; Chen, C.; Singh, V. K. J. Am. Chem. Soc. 1987, 109, 7925-7926.
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 7925-7926
- Corey, E.J.¹ Bakshi, R.K.² Shibata, S.³ Chen, C.⁴ Singh, V.K.⁵

8
- 0024429414
- (c) Corey, E. J.; Link, J. O. Tetrahedron Lett. 1989, 30, 6275-6278.
- (1989) Tetrahedron Lett. , vol.30 , pp. 6275-6278
- Corey, E.J.¹ Link, J.O.²

9
- 0026021253
- Nevalainen, V. Tetrahedron: Asymmetry 1991, 2, 63-74, 429-435, 827-842, and 1133-1155.
- (1991) Tetrahedron: Asymmetry , vol.2 , pp. 63-74
- Nevalainen, V.¹

10
- 0027425987
- Brunel, J. M.; Maffei, M.; Buono, G. Tetrahedron: Asymmetry 1993, 4, 2255-2260.
- (1993) Tetrahedron: Asymmetry , vol.4 , pp. 2255-2260
- Brunel, J.M.¹ Maffei, M.² Buono, G.³

11
- 0028220644
- (b) Stone, G. B. Tetrahedron: Asymmetry 1994, 5, 465-472.
- (1994) Tetrahedron: Asymmetry , vol.5 , pp. 465-472
- Stone, G.B.¹

12
- 21844512874
- (c) Jiang, Y. Z.; Qin, Y.; Mi, A. Q. Chin. Chem. Lett. 1995, 6, 9-12.
- (1995) Chin. Chem. Lett. , vol.6 , pp. 9-12
- Jiang, Y.Z.¹ Qin, Y.² Mi, A.Q.³

13
- 0030575849
- (d) Prasad, K. R. K.; Joshi, N. N. Tetrahedron: Asymmetry 1996, 7, 3147-3152.
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 3147-3152
- Prasad, K.R.K.¹ Joshi, N.N.²

14
- 0034714153
- (e) Zhao, J. K.; Bao, X. H.; Liu, X. M.; Wan, B. S.; Han, X. W.; Yang, C. G.; Hang, J. F.; Feng, Y.; Jiang, B. Tetrahedron: Asymmetry 2000, 11, 3351-3359.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 3351-3359
- Zhao, J.K.¹ Bao, X.H.² Liu, X.M.³ Wan, B.S.⁴ Han, X.W.⁵ Yang, C.G.⁶ Hang, J.F.⁷ Feng, Y.⁸ Jiang, B.⁹

15
- 0034622903
- (f) Santhi, V.; Rao, J. M. Tetrahedron: Asymmetry 2000, 11, 3553-3560.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 3553-3560
- Santhi, V.¹ Rao, J.M.²

16
- 0037135458
- (g) Garrett, C. E.; Prasad, K.; Repic, O.; Blacklock, T. J. Tetrahedron: Asymmetry 2002, 13, 1347-1349.
- (2002) Tetrahedron: Asymmetry , vol.13 , pp. 1347-1349
- Garrett, C.E.¹ Prasad, K.² Repic, O.³ Blacklock, T.J.⁴

17
- 0037454990
- (h) Fu, X. Y.; McAllister, T. L.; Thiruvengadam, T. K.; Tann, C.-H.; Su, D. Tetrahedron Lett. 2003, 44, 801-804.
- (2003) Tetrahedron Lett. , vol.44 , pp. 801-804
- Fu, X.Y.¹ McAllister, T.L.² Thiruvengadam, T.K.³ Tann, C.-H.⁴ Su, D.⁵

18
- 0038066163
- (i) Huertas, R. E.; Corella, J. A.; Soderquist, J. A. Tetrahedron Lett. 2003, 44, 4435-4437.
- (2003) Tetrahedron Lett. , vol.44 , pp. 4435-4437
- Huertas, R.E.¹ Corella, J.A.² Soderquist, J.A.³

19
- 0033605050
- (j) Li, X. S.; Yeung, C. H.; Chan, A. S. C.; Yang, T. K. Tetrahedron: Asymmetry 1999, 10, 759-763.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 759-763
- Li, X.S.¹ Yeung, C.H.² Chan, A.S.C.³ Yang, T.K.⁴

20
- 0002636206
- Masui, M.; Shioiri, T. Synlett 1997, 273-274.
- (1997) Synlett , pp. 273-274
- Masui, M.¹ Shioiri, T.²

21
- 0030575849
- (b) Prasad, K. R. K.; Joshi, N. N. Tetrahedron: Asymmetry 1996, 7, 3147-3152.
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 3147-3152
- Prasad, K.R.K.¹ Joshi, N.N.²

22
- 0038771236
- Xu, J. X.; Su, X. B.; Zhang, Q. H. Tetrahedron: Asymmetry 2003, 14, 1781-1786.
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 1781-1786
- Xu, J.X.¹ Su, X.B.² Zhang, Q.H.³

23
- 0028125002
- Shi, Y. J.; Cai, D. W.; Dolling, U.-H.; Douglas, A. W.; Tschaen, D. M.; Verhoeven, T. R. Tetrahedron Lett. 1994, 35, 6409-6412.
- (1994) Tetrahedron Lett. , vol.35 , pp. 6409-6412
- Shi, Y.J.¹ Cai, D.W.² Dolling, U.-H.³ Douglas, A.W.⁴ Tschaen, D.M.⁵ Verhoeven, T.R.⁶

24
- 0000812982
- Prasad, K. R. K.; Joshi, N. N. J. Org. Chem. 1996, 61, 3888-3889.
- (1996) J. Org. Chem. , vol.61 , pp. 3888-3889
- Prasad, K.R.K.¹ Joshi, N.N.²

25
- 0027312015
- Cai, D. W.; Tschaen, D.; Shi, Y.-J.; Verhoeven, T. R.; Reamer, R. A.; Douglas, A. W. Tetrahedron Lett. 1993, 34, 3243-3246.
- (1993) Tetrahedron Lett. , vol.34 , pp. 3243-3246
- Cai, D.W.¹ Tschaen, D.² Shi, Y.-J.³ Verhoeven, T.R.⁴ Reamer, R.A.⁵ Douglas, A.W.⁶

26
- 0030000283
- (b) Douglas, A. W.; Tschaen, D. M.; Reamer, R. A.; Shi, Y.-J. Tetrahedron: Asymmetry 1996, 7, 1303-1308.
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 1303-1308
- Douglas, A.W.¹ Tschaen, D.M.² Reamer, R.A.³ Shi, Y.-J.⁴

27
- 33947439848
- Brown, H. C.; Schlesinger, H. I.; Burg, A. B. J. Am. Chem. Soc. 1939, 61, 673-680.
- (1939) J. Am. Chem. Soc. , vol.61 , pp. 673-680
- Brown, H.C.¹ Schlesinger, H.I.² Burg, A.B.³

28
- 0345799528
- (b) Fehlner, T. P. Inorg. Chem. 1972, 11, 252-256.
- (1972) Inorg. Chem. , vol.11 , pp. 252-256
- Fehlner, T.P.¹

29
- 0000627594
- Mathre, D. J.; Thompson, A. S.; Douglas, A. W.; Hoogsteen, K.; Carroll, J. D.; Corley, E. G.; Grabowski, E. J. J. J. Org. Chem. 1993, 58, 2880-2888.
- (1993) J. Org. Chem. , vol.58 , pp. 2880-2888
- Mathre, D.J.¹ Thompson, A.S.² Douglas, A.W.³ Hoogsteen, K.⁴ Carroll, J.D.⁵ Corley, E.G.⁶ Grabowski, E.J.J.⁷

30
- 0026699864
- (b) Tlahuext, H.; Contreras, R. Tetraherdon: Asymmetry 1992, 3, 1145-1148.
- (1992) Tetraherdon: Asymmetry , vol.3 , pp. 1145-1148
- Tlahuext, H.¹ Contreras, R.²

31
- 0029656035
- Sakai, T.; Yan, F. Y.; Kashino, S.; Uneyama, K. Tetrahedron 1996, 52, 233-244.
- (1996) Tetrahedron , vol.52 , pp. 233-244
- Sakai, T.¹ Yan, F.Y.² Kashino, S.³ Uneyama, K.⁴

32
- 0028256179
- Mehler, T.; Behnen, W.; Wilken, J.; Martens, J. Tetraherdon: Asymmetry 1994, 5, 185-188.
- (1994) Tetraherdon: Asymmetry , vol.5 , pp. 185-188
- Mehler, T.¹ Behnen, W.² Wilken, J.³ Martens, J.⁴

33
- 0036638083
- Su, X. B.; Zhang, Q. H.; Wu, Y. Q.; Xu, J. X. Chin. J. Org. Chem. 2002, 22, 496-500.
- (2002) Chin. J. Org. Chem. , vol.22 , pp. 496-500
- Su, X.B.¹ Zhang, Q.H.² Wu, Y.Q.³ Xu, J.X.⁴

34
- 25044432183
- Jpn. Kokai Tokkyo Koho JP 01,215,298
- Moriuchi, F.; Muroi, H.; Yano, Y. Jpn. Kokai Tokkyo Koho JP 01,215,298 (Chem. Abstr. 1990, 112, 117388e).
- (1990) Chem. Abstr. , vol.112
- Moriuchi, F.¹ Muroi, H.² Yano, Y.³

35
- 0037012945
- Nettles, S. M.; Matos, K.; Burkhardt, E. R.; Rouda, D. R.; Corella, J. A. J. Org. Chem. 2002, 67, 2970-2976.
- (2002) J. Org. Chem. , vol.67 , pp. 2970-2976
- Nettles, S.M.¹ Matos, K.² Burkhardt, E.R.³ Rouda, D.R.⁴ Corella, J.A.⁵

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