Microwave-promoted lipase-catalyzed reactions. Resolution of (±)-1-phenylethanol

Journal of Organic Chemistry

Volumn 61, Issue 22, 1996, Pages 7746-7749

  Carrillo Munoz, José Ramon ^a,b   Bouvet, Denis ^a   Guibé Jampel, Eryka ^a   Loupy, André ^a   Petit, Alain ^a  

^a UNIVERSITÉ PARIS SUD   (France)

^b UNIVERSITY OF CASTILLA LA MANCHA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000153467     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960309u     Document Type: Article

References (36)

1. (a) Faber, K.; Riva, S. Synthesis 1992, 895-910.
2. (b) Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140.
3. (c) Wong, C. H.; Whitesides, G. M. Enzymes in Synthesis Organic Chemistry; Tetrahedron Organic Chemistry Series, Vol. 12; Pergamon: New York, 1994.
4. (d) Wu, S. H.; Guo, Z.-W.; Sih, C. J. J. Am. Chem. Soc. 1990, 112, 1990-1995.
5. (e) Chen, C. S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695-707.
6. (a) Adams, M. W. W.; Kelly, R. M. Biocatalysis at Extreme Temperatures. ACS Symp. Ser. 1992, 498.
7. (b) Phillips, R. S. TIBTECH 1996, 14, 13-16.
8. (c) Parmar, V. S.; Prasad, A. K.; Singh, P. K.; Gupta, S. Tetrahedron: Asymmetry 1992, 3, 1395-1398.
9. Orrenius, C.; Norin, T.; Hult, K.; Carrea, G. Tetrahedron: Asymmetry 1995, 6, 3023-3030.
10. Gerlach, D.; Schreier, P. Biocatalysis 1989, 2, 257-263.
11. (a) Adelhorst, K.; Björkling, F; Godtfredsen, S. E.; Kirk, O. Synthesis 1990, 112-115.
12. (b) Bjorkling, F.; Godtfredsen, S. E.; Kirk, O. J. Chem. Soc., Chem. Commun. 1989, 934-935.
13. (c) Ohrner, N.; Martinelle, M.; Mattson, A.; Norin, T.; Hult, K. Biotech. Lett. 1992, 14, 263-268.
14. (d) Ohrner, N.; Martinelle, M.; Mattson, A.; Norin, T.; Hult, K. Biocatalysis 1994, 9, 105-114.
15. (a) Bram, G.; Loupy, A.; Villemin, D. Solid Supports and Catalysts in Organic Synthesis; Ellis Horwood, Ed.; PTR Prentice Hall: London, 1992; pp 302-326.
16. (b) Loupy, A. Spectra Anal. 1993, 175, 33-38.
17. Grillo, A. C. Spectroscopy 1988, 4, 16-20.
18. Jacquault, P. Eur. Pat. 1992, 549 495 (21-12-92).
19. Guibé-Jampel, E.; Rousseau, G. Tetrahedron Lett. 1987, 28, 3563-3564.
20. 3 1.4%. Silica structures are a mixture of α-cristobalite and α-tridymite.
21. Novozym 435, product sheet from Enzyme Process Division, Novo-Nordisk, Bagsvaerd, Denmark.
22. Lipase LP, a new lipolytic enzyme preparation, product sheet from Amano Pharmaceutical Co. Ltd, Nagoya, Japan.
23. (a) Laumen, K.; Breitgoff, D.; Schneider, M. P. J. Chem. Soc., Chem. Commun. 1988, 1459-1461.
24. (b) Morgan, B.; Oehlschlager, A. C.; Stokes, T. M. J. Org. Chem., 1992, 57, 3231-3236.
25. (c) Kirchner, G.; Scollar, M. P.; Klibanov, A. M. J. Am. Chem. Soc. 1985, 107, 7072-7076.
26. (d) Guibé-Jampel, E.; Chalecki, Z.; Bassir, M.; Gelo-Pujic, M. Tetrahedron 1996, 52, 4397-4402.
27. Chen, C. S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 104, 7294-7299.
28. Gedye, R. N.; Smith, F. E.; Westaway, K. C. Can. J. Chem. 1988, 66, 17-26.
29. (a) Bram, G.; Loupy, A.; Majdoub, M.; Gutierrez, E.; Ruiz-Hitzky, E. Tetrahedron 1990, 46, 5167-5176.
30. (b) Barnier, J. P.; Loupy, A.; Pigeon, P.; Ramdani, M.; Jacquault, P. J. Chem. Soc., Perkin Trans. 1, 1993, 397-398.
31. (c) Loupy, A.; Pigeon, P.; Ramdani, M.; Jacquault, P. Synth. Commun. 1994, 24, 159-165.
32. (d) Bougrin, K.; Kella Bennani, A.; Fkih Tétouani, S.; Soufiaoui, M. Tetrahedron Lett. 1994, 35, 8373-8376.
33. (e) Bougrin, K.; Soufiaoui, M.; Loupy, A.; Jacquault, P. New J. Chem. 1995, 19, 213-219.
34. (f) Perez, E. R.; Marrero, A. L.; Perez, R.; Autie, M. A. Tetrahedron Lett. 1995, 36, 1779-1782.
35. Lewis, D. A.; Summers, J. D.; Ward, T. C.; McGrath, J. E. J. Polym. Sci. Part A 1992, 30, 1647-1653.
36. Adams, M. W. W.; Kelly, R. M. Chem. Eng. News, 18 Dec 1995, 32-42.