Enantioselective sulfide oxidation catalyzed by 2,10-camphanediol derived titanium complex and its mechanism

Chinese Journal of Chemistry

Volumn 26, Issue 8, 2008, Pages 1435-1439

  Zeng, Qing Le ^a   Tang, Hong Yan ^a   Zhang, Song ^a   Liu, Jian Chuan ^a  

^a CHENGDU UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

2,10 camphanediol; Enantioselective catalysis; ESI MS; Mechanism; Sulfide oxidation; Titanium complex

Indexed keywords

EID: 53549094729     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.200890261     Document Type: Article

References (30)

1. (a) Fernandez, I.; Khiar, N. Chem. Rev. 2003, 103, 3651.
2. (b) Legros, J.; Dehli, J. R.; Bolm, C. Adv. Synth. Catal. 2005, 347, 19.
3. (c) Carreno, M. C. Chem. Rev. 1995, 95, 1717.
4. (d) Olbe, L.; Carlsson, E.; Lindberg, P. Nature Rev. 2003, 2, 132.
5. (e) Huang, Q. Y.; Zhu, J.; Deng, J. G. Chin. J. Org. Chem. 2005, 25, 496 (in Chinese).
6. (a) Pitchen, P.; Duiiach, E.; Deshmukh, M. N.; Kagan, H. B. J. Am. Chem. Soc. 1984, 106, 8188.
7. (b) Komatsu, N.; Hashizume, M.; Sugita, T.; Uemura, S. J. Org. Chem. 1993, 58, 4529.
8. (c) Saito, B.; Katsuki, T. Tetrahedron Lett. 2001, 42, 3873.
9. (a) Bolm, C.; Bienewald, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 2640.
10. (b) Vetter, H.; Berkessel, A. Tetrahedron Lett. 1998, 39, 1741.
11. (c) Ohta, C.; Shimizu, H.; Kondo, A.; Katsuki, T. Synlett 2002, 161.
12. (d) Pelotier, R.; Anson, M. S.; Campbell, I. B.; Macdonald, S. J. F.; Priem, G.; Jackson, R. F. W. Synlett 2002, 1055.
13. (e) Jeong, Y. C.; Choi, S.; Hwang, Y. D.; Ahn, K. H. Tetrahedron Lett. 2004, 45, 9249.
14. (f) Sun, J.; Zhu, C.; Dai, Z.; Yang, M.; Pan, Y.; Hu, H. J. Org. Chem. 2004, 69, 8500.
15. (g) Peng, Y. G.; Feng, X. M.; Cui, X.; Jiang, Y. Z. Chin. J. Org. Chem. 2004, 24, 558 (in Chinese).
16. (a) Legros, J.; Bolm, C. Angew. Chem., Int. Ed. 2003, 42, 5487.
17. (b) Legros, J.; Bolm, C. Angew. Chem., Int. Ed. 2004, 43, 4225.
18. Nuzhdin, A. L.; Dybtsev, D. N.; Bryliakov, K. P.; Talsi, E. P.; Fedin, V. P. J. Am. Chem. Soc. 2007, 129, 12958.
19. (a) Zeng, Q. L.; Wang, H. Q.; Weng, W.; Lin, W. S.; Gao, Y. X.; Huang, X. T.; Zhao, Y. F. New J. Chem. 2005, 29, 1125.
20. (b) Zeng, Q. L.; Wang, H. Q.; Wang, T. J.; Cai, Y. M.; Weng, W.; Zhao, Y. F. Adv. Synth. Catal. 2005, 347, 1933.
21. (c) Zeng, Q. L.; Chen, W. Z.; Zhao, Y. F. Int. J. Mass Spectrom. 2007, 262, 161.
22. (d) Zeng, Q. L. Prog. Chem. 2007, 19, 745.
23. (a) Reetz, M. T.; Merk, C.; Naberfeld, G.; Rudolph, J.; Griebenow, N.; Goddard, R. Tetrahedron Lett. 1997, 38, 5273.
24. (b) Superchi, S.; Donnoli, M. I.; Rosini, C. Tetrahedron Lett. 1998, 39, 8541.
25. Yamamoi, Y.; Imamoto, T. J. Org. Chem. 1997, 62, 8560.
26. Bonchio, M.; Licini, G.; Modena, G.; Moro, S.; Bortolini, O.; Traldi, P.; Nugent, W. A. Chem. Commun. 1997, 869.
27. (a) Fokken, S.; Spaniol, T. P.; Kang, H. C.; Massa, W.; Okuda, J. Organometallics 1996, 15, 5069.
28. (b) Porri, L.; Ripa, A.; Colombo, P.; Miano, E.; Capelli, S.; Meille, S. V. J. Organomet. Chem. 1996, 514, 213.
29. Bonchio, M.; Calloni, S.; Di Furia, F.; Licini, G.; Modena, G.; Moro, S.; Nugent, W. A. J. Am. Chem. Soc. 1997, 119, 6935.
30. Bortolini, O.; Campello, C.; Di Furia, F. J. Mol. Catal. 1982, 14, 63.