Enantioselectivity improvement induced by β-cyclodextrin in the NaBH4 reduction of acetophenone through the formation of a three-component inclusion β-cyclodextrin-acetophenone-triethylamine complex

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 8, 1997, Pages 1517-1521

  Deratani, André ^a   Renard, Estelle ^a   Djedaïni Pilard, Florence ^b   Perly, Bruno ^b  

^a CNRS   (France)

^b CEA SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001780314     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a700501f     Document Type: Article

References (25)

1. J. Szejtli in Cyclodextrin Technology, Kluwer Academic Publishers, Dordrecht, 1988.
2. M. Komiyama, Prog. Polym. Sci., 1993, 18, 871.
3. K. Takahashi and K. Hattori, J. Incl. Phenom., 1994, 17, 1.
4. R. Breslow and P. Campbell, J. Am. Chem. Soc., 1969, 91, 3085.
5. R. Van Etten, J. F. Sebastian, G. A. Clowes and M. L. Bender, J. Am. Chem. Soc., 1967, 89, 3242.
6. M. S. Syamala, B. Nageswer Rao and V. Ramamurthy, Tetrahedron Lett., 1988, 44, 7234.
7. T. Tanaka, H. Sakuraba and H. Nakanishi, J. Chem. Soc., Chem. Commun., 1983, 947.
8. H. Sakuraba and S. Ushiki, Tetrahedron Lett., 1990, 31, 5349.
9. H. Sakuraba, N. Inomata and Y. Tanaka, J. Org. Chem., 1989, 54, 3482.
10. Y. Kawagiri and N. Motohashi, J. Chem. Soc., Chem. Commun., 1989, 1336.
11. T. Maraldo and A. Deratani, Minutes of the 5th International Symposium on Cyclodextrins, ed. D. Duchêne, Editions de Santé Paris, 1990, p. 659.
12. A. Deratani, T. Maraldo and E. Renard, J. Incl. Phenom., 1995, 23, 137.
13. O. S. Tee and M. Bozzi, J. Am. Chem. Soc., 1990, 112, 7815; O. S. Tee, M. Bozzi, J. J. Hoeven and T. A. Gadosy, J. Am. Chem. Soc., 1993, 115, 990.
14. O. S. Tee and M. Bozzi, J. Am. Chem. Soc., 1990, 112, 7815; O. S. Tee, M. Bozzi, J. J. Hoeven and T. A. Gadosy, J. Am. Chem. Soc., 1993, 115, 990.
15. S. Hamai, J. Phys. Chem., 1989, 93, 2074; S. Hamai, Bull. Chem. Soc. Jpn., 1991, 64, 431.
16. S. Hamai, J. Phys. Chem., 1989, 93, 2074; S. Hamai, Bull. Chem. Soc. Jpn., 1991, 64, 431.
17. A. Munoz de la Pena, T. T. Ndou, J. B. Zung, K. L. Greene, D. H. Live and I. M. Warner, J. Am. Chem. Soc., 1991, 113, 1572; A. Y. Will, A. Munoz de la Pena, T. T. Ndou and I. M. Warner, Appl. Spectroscopy, 1993, 47, 277.
18. A. Munoz de la Pena, T. T. Ndou, J. B. Zung, K. L. Greene, D. H. Live and I. M. Warner, J. Am. Chem. Soc., 1991, 113, 1572; A. Y. Will, A. Munoz de la Pena, T. T. Ndou and I. M. Warner, Appl. Spectroscopy, 1993, 47, 277.
19. R. Fornasier, F. Reniero, P. Scrimin and U. Tonelatto, J. Org. Chem., 1985, 50, 3209.
20. B. Klingert and G. Rims, J. Chem. Soc., Dalton Trans., 1991, 2749.
21. F. Djedaïni and B. Perly, Magn. Reson. Chem., 1990, 28, 372.
22. N. Azaroual-Bellanger and B. Perly, Magn. Reson. Chem., 1994, 32, 8.
23. A. Bax and D. G. Davis, J. Magn. Reson., 1985, 65, 355.
24. F. Djedaïni and B. Perly, in New trends in cyclodextrins and derivatives, ed. D. Duchêne, Editions de Santé, Paris, 1991, ch. 6, pp. 217-246.
25. A. Deratani and E. Renard, Chirality, 1994, 6, 658.