Kinetic resolution of racemic alkoxy oxiranes by chiral lithium amides

Tetrahedron Asymmetry

Volumn 9, Issue 13, 1998, Pages 2293-2299

  Bigi, Anna ^a   Mordini, Alessandro ^a   Thurner, Angelika ^b   Faigl, Ferenc ^b   Poli, Giovanni ^a   Tõke, László ^b  

^a CNR   (Italy)

^b BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ETHER DERIVATIVE; ETHYLENE OXIDE DERIVATIVE; LITHIUM;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; ISOMER; KINETICS; PRIORITY JOURNAL; RACEMIC MIXTURE; SYNTHESIS;

EID: 0032479358     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00239-0     Document Type: Article

References (28)

1. Mordini, A. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson. G., Eds.; Pergamon Press: Oxford, 1995; Vol. 11, pp. 93-128.
2. Mordini, A.; Ben Rayana, E.; Margot, C.; Schlosser, M. Tetrahedron 1990, 46, 2401-2410.
3. Margot, C.; Schlosser, M. Tetrahedron Lett. 1985, 26, 1035-1038.
4. Mordini, A.; Pecchi, S.; Capozzi, G.; Capperucci, A.; Degl'Innocenti, A.; Reginato, G.; Ricci, A. J. Org. Chem. 1994, 59, 4784-4790.
5. Degl'Innocenti, A.; Mordini, A.; Pecchi, S.; Pinzani, D.; Reginato, G.; Ricci, A. Synlett 1992, 753-754.
6. Finn, M. G.; Sharpless, K. B. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: London, 1985; Vol. 5, pp. 247-269.
7. Gao, Y.; Hanson, R. M.; Klunder, J. M.; Ko, S. Y.; Masamune, H.; Sharpless, K. B. J. Am. Chem. Soc. 1987, 109, 5765.
8. Cox, P. J.; Simpkins, N. S. Tetrahedron: Asymmetry 1991, 2, 1-26.
9. Bhuniya, D.; DattaGupta, A.; Singh, V. K. J. Org. Chem. 1996, 61, 6108-6113.
10. Asami, M.; Ishizaki, T.; Inoue, S. Tetrahedron: Asymmetry 1994, 5, 793-796.
11. Asami, M.; Takahashi, J.; Inoue, S. Tetrahedron: Asymmetry 1994, 5, 1649-1652.
12. Asami, M.; Inoue, S. Tetrahedron 1995, 43, 11725-11730.
13. Milne, D.; Murphy, P. J. J. Chem. Soc., Chem. Commun. 1993, 884-886.
14. Leonard, J.; Hewitt, J. D.; Ouali, D.; Simpson, S. J. Tetrahedron Lett. 1990, 31, 6703-6706.
15. Tiernay, J. P.; Alexakis, A.; Mangeney, P. Tetrahedron: Asymmetry 1997, 8, 1019-1022.
16. Asami, M.; Kanemaki, N. Tetrahedron Lett. 1989, 30, 2125-2128.
17. Whitesell, J. K.; Felman, S. W. J. Org. Chem. 1980, 45, 755-756.
18. Asami, M. Chem. Lett. 1984, 829-832.
19. Asami, M.; Kirihara, H. Chem. Lett. 1987, 389-392.
20. Asami, M. Bull. Chem. Soc. Jpn 1990, 63, 721-727.
21. Gais, H.-J. In Methods of Organic Chemistry (Houben-Weyl), Stereoselective Synthesis; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1996; Vol. 1 (E 21, C.1.2.1), pp. 609-611.
22. Eliel, E. L.; Wilen, S. H. Stereochemistry of Organic Compounds; Wiley Inc.: New York, 1993; pp. 395-405.
23. Bailey, D. J.; O'Hagan, D.; Tavasli, M. Tetrahedron: Asymmetry 1997, 8, 149-153.
24. Cain, C. M.; Cousins, R. P. C.; Coumbraides, G.; Simpkins, N. S. Tetrahedron 1990, 46, 523-544.
25. Fogassy, E.; Lopata, A.; Faigl, F.; Darvas, F.; Ács, M.; Tõke, L. Tetrahedron Lett. 1980, 21, 647-650.
26. Fogassy, E.; Faigl, F.; Ács, M. Tetrahedron 1985, 41, 2837-2840.
27. Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923-2925.
28. Colombo, L.; Gennari, C; Poli, G.; Scolastico, C. Tetrahedron 1982, 38, 2725-2727.