SCOPUS 정보 검색 플랫폼

Chemistry - A European Journal

Volumn 20, Issue 24, 2014, Pages 7228-7231

Stereoelectronic basis for the kinetic resolution of n-heterocycles with chiral acylating reagents

(6) Hsieh, Sheng Ying a Wanner, Benedikt a Wheeler, Philip b Beauchemin, André M c Rovis, Tomislav b Bode, Jeffrey W a

a ETH ZURICH (Switzerland)

b Department of Environmental and Radiological Health Sciences (United States)

c UNIVERSITY OF OTTAWA (Canada)

Author keywords

hydroxamic acid; kinetic resolution; N heterocycles; stereoelectronic effects; synthetic methods

Indexed keywords

CHEMISTRY; SYNTHESIS (CHEMICAL);

HYDROXAMIC ACIDS; KINETIC RESOLUTION; N-HETEROCYCLES; STEREOELECTRONIC EFFECT; SYNTHETIC METHODS;

KINETICS;

EID: 84902128147 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201402818 Document Type: Article

Times cited : (9)

References (51)

1
- 3242688725
- M. Breuer, K. Ditrich, T. Habicher, B. Hauer, M. Keßeler, R. Stürmer, T. Zelinski, Angew. Chem. 2004, 116, 806-843
- (2004) Angew. Chem. , vol.116 , pp. 806-843
- Breuer, M.¹ Ditrich, K.² Habicher, T.³ Hauer, B.⁴ Keßeler, M.⁵ Stürmer, R.⁶ Zelinski, T.⁷

2
- 1842578074
- Angew. Chem. Int. Ed. 2004, 43, 788-824
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 788-824

3
- 28244495310
- E. Vedejs, M. Jure, Angew. Chem. 2005, 117, 4040-4069
- (2005) Angew. Chem. , vol.117 , pp. 4040-4069
- Vedejs, E.¹ Jure, M.²

4
- 21344465658
- Angew. Chem. Int. Ed. 2005, 44, 3974-4001.
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 3974-4001

5
- 78049292712
- For epoxides
- A. Parvulescu, J. Janssens, J. Vanderleyden, D. DeVos, Top. Catal. 2010, 53, 931-941; For epoxides
- (2010) Top. Catal. , vol.53 , pp. 931-941
- Parvulescu, A.¹ Janssens, J.² Vanderleyden, J.³ Devos, D.⁴

6
- 0033006463
- T. Miyazawa, Amino Acids 1999, 16, 191-213
- (1999) Amino Acids , vol.16 , pp. 191-213
- Miyazawa, T.¹

7
- 0030860279
- M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938.
- (1997) Science , vol.277 , pp. 936-938
- Tokunaga, M.¹ Larrow, J.F.² Kakiuchi, F.³ Jacobsen, E.N.⁴

8
- 79952834243
- C. A. Baxter, E. Cleator, K. M. J. Brands, J. S. Edwards, R. A. Reamer, F. J. Sheen, G. W. Stewart, N. A. Strotman, D. J. Wallace, Org. Process Res. Dev. 2011, 15, 367-375
- (2011) Org. Process Res. Dev. , vol.15 , pp. 367-375
- Baxter, C.A.¹ Cleator, E.² Brands, K.M.J.³ Edwards, J.S.⁴ Reamer, R.A.⁵ Sheen, F.J.⁶ Stewart, G.W.⁷ Strotman, N.A.⁸ Wallace, D.J.⁹

9
- 79960483896
- An example via dynamic kinetic resolution
- D. J. Wallace, C. A. Baxter, K. J. M. Brands, N. Bremeyer, S. E. Brewer, R. Desmond, K. M. Emerson, J. Foley, P. Fernandez, W. Hu, S. P. Keen, P. Mullens, D. Muzzio, P. Sajonz, L. Tan, R. D. Wilson, G. Zhou, G. Zhou, Org. Process Res. Dev. 2011, 15, 831-840; An example via dynamic kinetic resolution
- (2011) Org. Process Res. Dev. , vol.15 , pp. 831-840
- Wallace, D.J.¹ Baxter, C.A.² Brands, K.J.M.³ Bremeyer, N.⁴ Brewer, S.E.⁵ Desmond, R.⁶ Emerson, K.M.⁷ Foley, J.⁸ Fernandez, P.⁹ Hu, W.¹⁰ Keen, S.P.¹¹ Mullens, P.¹² Muzzio, D.¹³ Sajonz, P.¹⁴ Tan, L.¹⁵ Wilson, R.D.¹⁶ Zhou, G.¹⁷ Zhou, G.¹⁸

10
- 58149121139
- G. Guercio, S. Bacchi, M. Goodyear, A. Carangio, F. Tinazzi, S. Curti, Org. Process Res. Dev. 2008, 12, 1188-1194.
- (2008) Org. Process Res. Dev. , vol.12 , pp. 1188-1194
- Guercio, G.¹ Bacchi, S.² Goodyear, M.³ Carangio, A.⁴ Tinazzi, F.⁵ Curti, S.⁶

11
- 4043164946
- R. Carr, M. Alexeeva, A. Enright, T. S. C. Eve, M. J. Dawson, N. J. Turner, Angew. Chem. 2003, 115, 4955-4958
- (2003) Angew. Chem. , vol.115 , pp. 4955-4958
- Carr, R.¹ Alexeeva, M.² Enright, A.³ Eve, T.S.C.⁴ Dawson, M.J.⁵ Turner, N.J.⁶

12
- 0142214752
- Angew. Chem. Int. Ed. 2003, 42, 4807-4810
- (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4807-4810

13
- 21044439352
- R. Carr, M. Alexeeva, M. J. Dawson, V. Gotor-Fernandez, C. E. Humphrey, N. J. Turner, Chembiochem 2005, 6, 637-639
- (2005) Chembiochem , vol.6 , pp. 637-639
- Carr, R.¹ Alexeeva, M.² Dawson, M.J.³ Gotor-Fernandez, V.⁴ Humphrey, C.E.⁵ Turner, N.J.⁶

14
- 78651406810
- in (Ed.: T.C. Nugent), Wiley-VCH, Weinheim, .
- N. J. Turner, M. D. Truppo, in Chiral Amine Synthesis (Ed.:, T.C. Nugent,), Wiley-VCH, Weinheim, 2010, pp. 431-459.
- (2010) Chiral Amine Synthesis , pp. 431-459
- Turner, N.J.¹ Truppo, M.D.²

15
- 83055170018
- M. Binanzer, S.-Y. Hsieh, J. W. Bode, J. Am. Chem. Soc. 2011, 133, 19698-19701
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 19698-19701
- Binanzer, M.¹ Hsieh, S.-Y.² Bode, J.W.³

16
- 84865028402
- S.-Y. Hsieh, M. Binanzer, I. Kreituss, J. W. Bode, Chem. Commun. 2012, 48, 8892-8894
- (2012) Chem. Commun. , vol.48 , pp. 8892-8894
- Hsieh, S.-Y.¹ Binanzer, M.² Kreituss, I.³ Bode, J.W.⁴

17
- 84875730505
- I. Kreituss, Y. Murakami, M. Binanzer, J. W. Bode, Angew. Chem. 2012, 124, 10815-10819
- (2012) Angew. Chem. , vol.124 , pp. 10815-10819
- Kreituss, I.¹ Murakami, Y.² Binanzer, M.³ Bode, J.W.⁴

18
- 84867500995
- Angew. Chem. Int. Ed. 2012, 51, 10660-10663.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 10660-10663

19
- 85050296727
- H. B. Kagan, J. C. Fiaud, Top. Stereochem. 1988, 18, 249-330
- (1988) Top. Stereochem. , vol.18 , pp. 249-330
- Kagan, H.B.¹ Fiaud, J.C.²

20
- 84874627824
- P. Wheeler, H. U. Vora, T. Rovis, Chem. Sci. 2013, 4, 1674-1679.
- (2013) Chem. Sci. , vol.4 , pp. 1674-1679
- Wheeler, P.¹ Vora, H.U.² Rovis, T.³

21
- 0026622987
- U. Rose, M. Draeger, J. Med. Chem. 1992, 35, 2238-2243
- (1992) J. Med. Chem. , vol.35 , pp. 2238-2243
- Rose, U.¹ Draeger, M.²

22
- 0033868509
- M. Dickman, J. B. Jones, Bioorg. Med. Chem. 2000, 8, 1957-1968.
- (2000) Bioorg. Med. Chem. , vol.8 , pp. 1957-1968
- Dickman, M.¹ Jones, J.B.²

23
- 0034695460
- Y. Ie, G. C. Fu, Chem. Commun. 2000, 119-120
- (2000) Chem. Commun. , pp. 119-120
- Ie, Y.¹ Fu, G.C.²

24
- 0000770965
- S. Arai, S. Bellemin-Laponnaz, G. C. Fu, Angew. Chem. 2001, 113, 240-242
- (2001) Angew. Chem. , vol.113 , pp. 240-242
- Arai, S.¹ Bellemin-Laponnaz, S.² Fu, G.C.³

25
- 0035825126
- Angew. Chem. Int. Ed. 2001, 40, 234-236
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 234-236

26
- 33750685325
- F. O. Arp, G. C. Fu, J. Am. Chem. Soc. 2006, 128, 14264-14265.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 14264-14265
- Arp, F.O.¹ Fu, G.C.²

27
- 0033575378
- V. N. Charushin, V. P. Krasnov, G. L. Levit, M. A. Korolyova, M. I. Kodess, O. N. Chupakhin, M. H. Kim, H. S. Lee, Y. J. Park, K. C. Kim, Tetrahedron: Asymmetry 1999, 10, 2691-2702
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 2691-2702
- Charushin, V.N.¹ Krasnov, V.P.² Levit, G.L.³ Korolyova, M.A.⁴ Kodess, M.I.⁵ Chupakhin, O.N.⁶ Kim, M.H.⁷ Lee, H.S.⁸ Park, Y.J.⁹ Kim, K.C.¹⁰

28
- 0038160011
- V. P. Krasnov, G. L. Levit, I. M. Bukrina, I. N. Andreeva, L. S. Sadretdinova, M. A. Korolyova, M. I. Kodess, V. N. Charushin, O. N. Chupakhin, Tetrahedron: Asymmetry 2003, 14, 1985-1988
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 1985-1988
- Krasnov, V.P.¹ Levit, G.L.² Bukrina, I.M.³ Andreeva, I.N.⁴ Sadretdinova, L.S.⁵ Korolyova, M.A.⁶ Kodess, M.I.⁷ Charushin, V.N.⁸ Chupakhin, O.N.⁹

29
- 1442277229
- V. P. Krasnov, G. L. Levit, M. I. Kodess, V. N. Charushin, O. N. Chupakhin, Tetrahedron: Asymmetry 2004, 15, 859-862
- (2004) Tetrahedron: Asymmetry , vol.15 , pp. 859-862
- Krasnov, V.P.¹ Levit, G.L.² Kodess, M.I.³ Charushin, V.N.⁴ Chupakhin, O.N.⁵

30
- 77954315351
- D. A. Gruzdev, G. L. Levit, V. P. Krasnov, E. N. Chulakov, L. S. Sadretdinova, A. N. Grishakov, M. A. Ezhikova, M. I. Kodess, V. N. Charushin, Tetrahedron: Asymmetry 2010, 21, 936-942
- (2010) Tetrahedron: Asymmetry , vol.21 , pp. 936-942
- Gruzdev, D.A.¹ Levit, G.L.² Krasnov, V.P.³ Chulakov, E.N.⁴ Sadretdinova, L.S.⁵ Grishakov, A.N.⁶ Ezhikova, M.A.⁷ Kodess, M.I.⁸ Charushin, V.N.⁹

31
- 79952490139
- G. L. Levit, D. A. Gruzdev, V. P. Krasnov, E. N. Chulakov, L. S. Sadretdinova, M. A. Ezhikova, M. I. Kodess, V. N. Charushin, Tetrahedron: Asymmetry 2011, 22, 185-189
- (2011) Tetrahedron: Asymmetry , vol.22 , pp. 185-189
- Levit, G.L.¹ Gruzdev, D.A.² Krasnov, V.P.³ Chulakov, E.N.⁴ Sadretdinova, L.S.⁵ Ezhikova, M.A.⁶ Kodess, M.I.⁷ Charushin, V.N.⁸

32
- 84870684485
- D. A. Gruzdev, G. L. Levit, V. P. Krasnov, Tetrahedron: Asymmetry 2012, 23, 1640-1646
- (2012) Tetrahedron: Asymmetry , vol.23 , pp. 1640-1646
- Gruzdev, D.A.¹ Levit, G.L.² Krasnov, V.P.³

33
- 84885446764
- D. A. Gruzdev, E. N. Chulakov, G. L. Levit, M. A. Ezhikova, M. I. Kodess, V. P. Krasnov, Tetrahedron: Asymmetry 2013, 24, 1240-1246.
- (2013) Tetrahedron: Asymmetry , vol.24 , pp. 1240-1246
- Gruzdev, D.A.¹ Chulakov, E.N.² Levit, G.L.³ Ezhikova, M.A.⁴ Kodess, M.I.⁵ Krasnov, V.P.⁶

34
- 33746783621
- S. Arseniyadis, A. Valleix, A. Wagner, C. Mioskowski, Angew. Chem. 2004, 116, 3376-3379
- (2004) Angew. Chem. , vol.116 , pp. 3376-3379
- Arseniyadis, S.¹ Valleix, A.² Wagner, A.³ Mioskowski, C.⁴

35
- 4544318236
- Angew. Chem. Int. Ed. 2004, 43, 3314-3317
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 3314-3317

36
- 18244398432
- S. Arseniyadis, P. V. Subhash, A. Valleix, S. P. Mathew, D. G. Blackmond, A. Wagner, C. Mioskowski, J. Am. Chem. Soc. 2005, 127, 6138-6139
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 6138-6139
- Arseniyadis, S.¹ Subhash, P.V.² Valleix, A.³ Mathew, S.P.⁴ Blackmond, D.G.⁵ Wagner, A.⁶ Mioskowski, C.⁷

37
- 22544466988
- S. Arseniyadis, P. V. Subhash, A. Valleix, A. Wagner, C. Mioskowski, Chem. Commun. 2005, 3310-3312.
- (2005) Chem. Commun. , pp. 3310-3312
- Arseniyadis, S.¹ Subhash, P.V.² Valleix, A.³ Wagner, A.⁴ Mioskowski, C.⁵

38
- 72249110249
- C. K. De, E. G. Klauber, D. Seidel, J. Am. Chem. Soc. 2009, 131, 17060-17061
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 17060-17061
- De, C.K.¹ Klauber, E.G.² Seidel, D.³

39
- 77957323978
- E. G. Klauber, C. K. De, T. K. Shah, D. Seidel, J. Am. Chem. Soc. 2010, 132, 13624-13626
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 13624-13626
- Klauber, E.G.¹ De, C.K.² Shah, T.K.³ Seidel, D.⁴

40
- 79955604602
- E. G. Klauber, N. Mittal, T. K. Shah, D. Seidel, Org. Lett. 2011, 13, 2464-2467.
- (2011) Org. Lett. , vol.13 , pp. 2464-2467
- Klauber, E.G.¹ Mittal, N.² Shah, T.K.³ Seidel, D.⁴

41
- 80053409059
- S. Arseniyadis, M. Mahesh, P. McDaid, T. Hampel, S. G. Davey, A. C. Spivey, Collect. Czech. Chem. Commun. 2011, 76, 1239-1253.
- (2011) Collect. Czech. Chem. Commun. , vol.76 , pp. 1239-1253
- Arseniyadis, S.¹ Mahesh, M.² McDaid, P.³ Hampel, T.⁴ Davey, S.G.⁵ Spivey, A.C.⁶

42
- 33646737239
- V. B. Birman, H. Jiang, X. Li, L. Guo, E. W. Uffman, J. Am. Chem. Soc. 2006, 128, 6536-6537
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 6536-6537
- Birman, V.B.¹ Jiang, H.² Li, X.³ Guo, L.⁴ Uffman, E.W.⁵

43
- 77950392067
- B. S. Fowler, P. J. Mikochik, S. J. Miller, J. Am. Chem. Soc. 2010, 132, 2870-2871
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 2870-2871
- Fowler, B.S.¹ Mikochik, P.J.² Miller, S.J.³

44
- 34548742218
- A. V. Karnik, S. S. Kamath, J. Org. Chem. 2007, 72, 7435-7438
- (2007) J. Org. Chem. , vol.72 , pp. 7435-7438
- Karnik, A.V.¹ Kamath, S.S.²

45
- 38349013133
- A. V. Karnik, S. S. Kamath, Tetrahedron: Asymmetry 2008, 19, 45-48
- (2008) Tetrahedron: Asymmetry , vol.19 , pp. 45-48
- Karnik, A.V.¹ Kamath, S.S.²

46
- 84886423039
- G. Chaume, J. Simon, C. Caupène, N. Lensen, E. Miclet, T. Brigaud, J. Org. Chem. 2013, 78, 10144-10153.
- (2013) J. Org. Chem. , vol.78 , pp. 10144-10153
- Chaume, G.¹ Simon, J.² Caupène, C.³ Lensen, N.⁴ Miclet, E.⁵ Brigaud, T.⁶

47
- 42949170451
- L.-W. Hsin, L.-T. Chang, R. B. Rothman, C. M. Dersch, A. E. Jacobson, K. C. Rice, J. Med. Chem. 2008, 51, 2795-2806.
- (2008) J. Med. Chem. , vol.51 , pp. 2795-2806
- Hsin, L.-W.¹ Chang, L.-T.² Rothman, R.B.³ Dersch, C.M.⁴ Jacobson, A.E.⁵ Rice, K.C.⁶

48
- 37049090072
- S.-Z. Zhu, J. Chem. Soc. Perkin Trans. 1 1994, 2077-2081
- (1994) J. Chem. Soc. Perkin Trans. 1 , pp. 2077-2081
- Zhu, S.-Z.¹

49
- 78349231953
- J. R. Suárez, B. Trastoy, M. E. Pérez-Ojeda, R. Marín-Barrios, J. L. Chiara, Adv. Synth. Catal. 2010, 352, 2515-2520.
- (2010) Adv. Synth. Catal. , vol.352 , pp. 2515-2520
- Suárez, J.R.¹ Trastoy, B.² Pérez-Ojeda, M.E.³ Marín-Barrios, R.⁴ Chiara, J.L.⁵

50
- 84902174244
- EP 1 826 199A1.
- U. Jordis, J. B. Phopase, EP 1 826 199A1, 2007.
- (2007)
- Jordis, U.¹ Phopase, J.B.²

51
- 84902153590
- WO 2005110986A1.
- E. D. Daugs, W.-J. Peng, C. L. Rand, WO 2005110986A1, 2005.
- (2005)
- Daugs, E.D.¹ Peng, W.-J.² Rand, C.L.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.