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Organic and Biomolecular Chemistry

Volumn 4, Issue 14, 2006, Pages 2685-2689

Electrostatic repulsion as an additional selectivity factor in asymmetric proline catalysis

(3) Joseph, Jorly a,b Ramachary, Dhevalapally B a Jemmis, Eluvathingal D b

a UNIVERSITY OF HYDERABAD (India)

b INDIAN INSTITUTE OF SCIENCE (India)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; BENZENE; CATALYSIS; CATALYSTS;

ASYMMETRIC DESYMMETRIZATION (ADS); ELECTROSTATIC REPULSION; PROLINE CATALYSIS;

ELECTRIC FIELDS;

PROLINE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; ELECTRICITY;

CATALYSIS; COMPUTER SIMULATION; ELECTROSTATICS; MOLECULAR STRUCTURE; PROLINE;

EID: 33745865956 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b606996g Document Type: Article

Times cited : (25)

References (34)

1
- 4143114533
- W. Notz F. Tanaka C. F. Barbas, III Acc. Chem. Res. 2004 37 580 591
- (2004) Acc. Chem. Res. , vol.37 , pp. 580-591
- Notz, W.¹ Tanaka, F.² Barbas Iii, C.F.³

2
- 4143095871
- B. List Acc. Chem. Res. 2004 37 548 557
- (2004) Acc. Chem. Res. , vol.37 , pp. 548-557
- List, B.¹

3
- 4143104623
- C. Allemann R. Gordillo F. R. Clemente P. H. Cheong K. N. Houk Acc. Chem. Res. 2004 37 558 569
- (2004) Acc. Chem. Res. , vol.37 , pp. 558-569
- Allemann, C.¹ Gordillo, R.² Clemente, F.R.³ Cheong, P.H.⁴ Houk, K.N.⁵

4
- 15244343428
- J. Seayad B. List Org. Biomol. Chem. 2005 3 719 724
- (2005) Org. Biomol. Chem. , vol.3 , pp. 719-724
- Seayad, J.¹ List, B.²

5
- 0035886887
- P. I. Dalko L. Moisan Angew. Chem., Int. Ed. 2001 40 3726 3748
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3726-3748
- Dalko, P.I.¹ Moisan, L.²

6
- 0346865819
- P. R. Schreiner Chem. Soc. Rev. 2003 32 289 296
- (2003) Chem. Soc. Rev. , vol.32 , pp. 289-296
- Schreiner, P.R.¹

7
- 33646468489
- M. S. Taylor E. N. Jacobsen Angew. Chem., Int. Ed. 2006 45 1520 1543
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1520-1543
- Taylor, M.S.¹ Jacobsen, E.N.²

8
- 0141522552
- G. Zhong Angew. Chem., Int. Ed. 2003 42 4247 4250
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 4247-4250
- Zhong, G.¹

9
- 0041733541
- S. P. Brown M. P. Brochu C. J. Sinz D. W. C. MacMillan J. Am. Chem. Soc. 2003 125 10808 10809
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 10808-10809
- Brown, S.P.¹ Brochu, M.P.² Sinz, C.J.³ MacMillan, D.W.C.⁴

10
- 1842732184
- N. Momiyama H. Torii S. Saito H. Yamamoto Proc. Natl. Acad. Sci. U. S. A. 2004 101 5374 5378
- (2004) Proc. Natl. Acad. Sci. U. S. A. , vol.101 , pp. 5374-5378
- Momiyama, N.¹ Torii, H.² Saito, S.³ Yamamoto, H.⁴

11
- 1842792133
- A. Bogevig H. Sundeen A. Cordova Angew. Chem., Int. Ed. 2004 43 1109 1112
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1109-1112
- Bogevig, A.¹ Sundeen, H.² Cordova, A.³

12
- 4243057730
- Y. Hayashi J. Yamaguchi T. Sumiya M. Shoji Angew. Chem., Int. Ed. 2004 43 1112 1115
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1112-1115
- Hayashi, Y.¹ Yamaguchi, J.² Sumiya, T.³ Shoji, M.⁴

13
- 4344651796
- P. Merino T. Tejero Angew. Chem., Int. Ed. 2004 43 2995 2997
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 2995-2997
- Merino, P.¹ Tejero, T.²

14
- 0141957357
- Y. Hayashi J. Yamaguchi K. Hibino M. Shoji Tetrahedron Lett. 2003 44 8293 8296
- (2003) Tetrahedron Lett. , vol.44 , pp. 8293-8296
- Hayashi, Y.¹ Yamaguchi, J.² Hibino, K.³ Shoji, M.⁴

15
- 2442435852
- Y. Yamamoto; N. Momiyama H. Yamamoto J. Am. Chem. Soc. 2004 126 5962 5963
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5962-5963
- Yamamoto, Y.¹ Momiyama, N.² Yamamoto, H.³

16
- 4544276855
- S. P. Mathew H. Iwamura D. G. Blackmond Angew. Chem., Int. Ed. 2004 43 3317 3321
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 3317-3321
- Mathew, S.P.¹ Iwamura, H.² Blackmond, D.G.³

17
- 4444260494
- W. Wang J. Wang L. Hao L. Liao Tetrahedron Lett. 2004 45 7235 7238
- (2004) Tetrahedron Lett. , vol.45 , pp. 7235-7238
- Wang, W.¹ Wang, J.² Hao, L.³ Liao, L.⁴

18
- 9144258075
- Y. Hayashi J. Yamaguchi K. Hibino T. Sumiya T. Urushima M. Shoji D. Hashizume H. Koshino Adv. Synth. Catal. 2004 346 1435 1439
- (2004) Adv. Synth. Catal. , vol.346 , pp. 1435-1439
- Hayashi, Y.¹ Yamaguchi, J.² Hibino, K.³ Sumiya, T.⁴ Urushima, T.⁵ Shoji, M.⁶ Hashizume, D.⁷ Koshino, H.⁸

19
- 7444257444
- P. H. Y. Cheong K. N. Houk J. Am. Chem. Soc. 2004 126 13912 13913
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 13912-13913
- Cheong, P.H.Y.¹ Houk, K.N.²

20
- 4243126802
- A. Córdova H. Sundén A. Bøgevig M. Johansson F. Himo Chem.-Eur. J. 2004 10 3673 3684
- (2004) Chem.-Eur. J. , vol.10 , pp. 3673-3684
- Córdova, A.¹ Sundén, H.² Bøgevig, A.³ Johansson, M.⁴ Himo, F.⁵

21
- 0003458662
- J. E. Baldwin and P. D. Magnus, Elsevier, Oxford
- For an overview of enzymatic ADS, see: C. H. Wong and G. M. Whitesides, Enzymes in Synthetic Organic Chemistry, eds., J. E. Baldwin, and, P. D. Magnus, Elsevier, Oxford, 1994
- (1994) Enzymes in Synthetic Organic Chemistry, Eds.
- Wong, C.H.¹ Whitesides, G.M.²

22
- 13344277260
- For reviews on non-enzymatic ADS reactions, see:
- E. Gracia-Urdiales I. Alfonso V. Gotor Chem. Rev. 2005 105 313 354
- (2005) Chem. Rev. , vol.105 , pp. 313-354
- Gracia-Urdiales, E.¹ Alfonso, I.² Gotor, V.³

23
- 33746442416
- M. C. Willis J. Chem. Soc., Perkin Trans. 1 1999 13 1765 1784
- (1999) J. Chem. Soc., Perkin Trans. 1 , vol.13 , pp. 1765-1784
- Willis, M.C.¹

24
- 0035801624
- A. C. Spivey B. I. Andrews Angew. Chem., Int. Ed. 2001 40 3131 3134
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3131-3134
- Spivey, A.C.¹ Andrews, B.I.²

25
- 0041378031
- Y. Chen P. McDaid L. Deng Chem. Rev. 2003 103 2965 2983
- (2003) Chem. Rev. , vol.103 , pp. 2965-2983
- Chen, Y.¹ McDaid, P.² Deng, L.³

26
- 4344693780
- Y. Hayashi J. Yamaguchi T. Sumiya K. Hibino M. Shoji J. Org. Chem. 2004 69 5966 5973
- (2004) J. Org. Chem. , vol.69 , pp. 5966-5973
- Hayashi, Y.¹ Yamaguchi, J.² Sumiya, T.³ Hibino, K.⁴ Shoji, M.⁵

27
- 17844376726
- D. B. Ramachary C. F. Barbas, III Org. Lett. 2005 7 1577 1580
- (2005) Org. Lett. , vol.7 , pp. 1577-1580
- Ramachary, D.B.¹ Barbas Iii, C.F.²

28
- 11244282931
- Gaussian, Inc., Wallingford, CT, For reviews discussing the influence of electrostatic effects on facial selectivities, see:
- All the calculations were carried out using Gaussian package: M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. G. Johnson, W. Chen, M. W. Wong, C. Gonzalez and J. A. Pople, GAUSSIAN 03 (Revision B.05), Gaussian, Inc., Wallingford, CT, 2004
- (2004) GAUSSIAN 03 (Revision B.05)
- Frisch, M.J.¹ Trucks, G.W.² Schlegel, H.B.³ Scuseria, G.E.⁴ Robb, M.A.⁵ Cheeseman, J.R.⁶ Montgomery Jr., J.A.⁷ Vreven, T.⁸ Kudin, K.N.⁹ Burant, J.C.¹⁰ Millam, J.M.¹¹ Iyengar, S.S.¹² Tomasi, J.¹³ Barone, V.¹⁴ Mennucci, B.¹⁵ Cossi, M.¹⁶ Scalmani, G.¹⁷ Rega, N.¹⁸ Petersson, G.A.¹⁹ Nakatsuji, H.²⁰ more..

29
- 0001007915
- G. Mehta J. Chandrasekhar Chem. Rev. 1999 99 1437 1468
- (1999) Chem. Rev. , vol.99 , pp. 1437-1468
- Mehta, G.¹ Chandrasekhar, J.²

30
- 0000428270
- It is assumed that the error due to the inadequate basis sets is cancelled out when comparing relative energies of TSs whose bond breaking and making are very similar. All the reported energies include zero point vibration energies
- P. Wipf J. Jung Chem. Rev. 1999 99 1469 1480
- (1999) Chem. Rev. , vol.99 , pp. 1469-1480
- Wipf, P.¹ Jung, J.²

31
- 0037028924
- A. Córdova W. Notz G. Zhong J. M. Betancort C. F. Barbas, III J. Am. Chem. Soc. 2002 124 1842 1843
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1842-1843
- Córdova, A.¹ Notz, W.² Zhong, G.³ Betancort, J.M.⁴ Barbas Iii, C.F.⁵

32
- 0037028990
- A. Córdova S. I. Watanabe F. Tanaka W. Notz C. F. Barbas, III J. Am. Chem. Soc. 2002 124 1866 1867
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1866-1867
- Córdova, A.¹ Watanabe, S.I.² Tanaka, F.³ Notz, W.⁴ Barbas Iii, C.F.⁵

33
- 0037028550
- B. List P. Pojarliev W. T. Beller H. J. Martin J. Am. Chem. Soc. 2002 124 827 833
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 827-833
- List, B.¹ Pojarliev, P.² Beller, W.T.³ Martin, H.J.⁴

34
- 31944446866
- S. Mitsumori H. Zhang P. H. Y. Cheong K. N. Houk F. Tanaka C. F. Barbas, III J. Am. Chem. Soc. 2006 128 1040 1041
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 1040-1041
- Mitsumori, S.¹ Zhang, H.² Cheong, P.H.Y.³ Houk, K.N.⁴ Tanaka, F.⁵ Barbas Iii, C.F.⁶

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