Asymmetric C-C bond formation with L-prolinol derived chiral catalysts immobilized on polymer fibers

Tetrahedron Asymmetry

Volumn 15, Issue 2, 2004, Pages 231-237

  Degni, Sylvestre ^a   Wilén, Carl Eric ^a   Leino, Reko ^a  

^a ÅBO AKADEMI UNIVERSITY   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; ALCOHOL DERIVATIVE; ALPHA,ALPHA DIPHENYLPROLINOL; BENZALDEHYDE; BIPHENYL DERIVATIVE; DIETHYLZINC; N (4 VINYLBENZYL) ALPHA,ALPHA DIPHENYLPROLINOL; PHENYLACETYLENE; POLYETHYLENE; POLYMER; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; CHIRALITY; COMPARATIVE STUDY; COVALENT BOND; CROSS LINKING; ELECTRON BEAM; ENANTIOMER; ENANTIOSELECTIVITY; IMMOBILIZATION; IRRADIATION; PRIORITY JOURNAL; QUANTUM YIELD; REACTION ANALYSIS;

EID: 0346969544     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2003.10.021     Document Type: Article

References (37)

1. Soai K.S., Yokoyama K.E., Hayasaka T. J. Chem. Soc., Chem. Commun. 1987;1960-1964.
2. Soai K., Yokoyama S., Hayasaka T. J. Org. Chem. 56:1991;4264-4268.
3. Soai K., Ookawa A., Ogawa K., Kaba T. J. Chem. Soc., Chem. Commun. 1987;467-468.
4. Soai K., Ookawa A., Ogawa K., Kaba T. J. Am. Chem. Soc. 109:1987;7111-7115.
5. Lu G., Li X., Zhou Z., Chan W.L., Chan A.S.C. Tetrahedron: Asymmetry. 12:2001;2147-2152.
6. Anand N.K., Carreira E.M. J. Am. Chem. Soc. 123:2001;9687-9688.
7. Frantz D.E., Fassler R., Carreira E.M. J. Am. Chem. Soc. 122:2000;1806-1807.
8. Frantz D.E., Fassler R.C., Tomooka S., Carreira E.M. Acc. Chem. Res. 33:2000;373-381.
9. Sherrington D.C., Kybett A.P. Supported Catalysts and Their Applications. 2001;The Royal Society of Chemistry, Cambridge.
10. Hodge P., Kell R.J., Ma J., Morris H. Aust. J. Chem. 52:1999;1041-1046.
11. Itsuno S., Frechet J.M.J. J. Org. Chem. 52:1987;4140-4142.
12. Hodge P., Sung D.W.L., Stratford P.W. J. Chem. Soc., Perkin Trans. 1. 1999;2335-3242.
13. Pu L., Yu H.-B. Chem. Rev. 101:2001;757-824.
14. Leadbeater N.E., Marco M. Chem. Rev. 102:2002;3217-3274.
15. McNamara C.A., Dixon M.J., Bradley M. Chem. Rev. 102:2002;3275-3300.
16. Soai K., Niwa S. Chem. Rev. 92:1992;833-856.
17. Degni S., Wilén C.-E., Leino R. Org. Lett. 16:2001;2551-2554.
18. Watanabe M., Soai K. J. Chem. Soc., Perkin Trans. 1. 1994;837-842.
19. Itsuno S.K., Watanabe T., Koizumi K.I. React. Polym. 24:1995;219-227.
20. El Monalij N., Caze C. Eur. Polym. J. 2:1995;193-198.
21. Zhao G., Li X.-G., Wang X.-R. Tetrahedron: Asymmetry. 12:2001;399-403.
22. Corey E.J., Hannon F.J. Tetrahedron Lett. 28:1987;5233-5236.
23. Soai K., Ookawa A., Kaba T., Ogawa K. J. Am. Chem. Soc. 109:1987;7111-7115.
24. Kitamura M., Suga S., Kawai K., Noyori R. J. Am. Chem. Soc. 108:1986;6071-6072.
25. Loupy A., Tchoubar B., Astruc D. Chem. Rev. 92:1992;1141-1165.
26. Sosa-Rivadeneyra M., Muñoz-Muñiz O., de Parrodi C.A., Quintero L., Juaristi E. J. Org. Chem. 68:2003;2369-2375.
27. For selected examples of the use of optically active propargylic alcohols in synthesis, see: Marshall J.A., Wang X.J. J. Org. Chem. 57:1992;1242-1252.
28. Roush W.R., Sciotti R.J. J. Am. Chem. Soc. 116:1994;6457-6458.
29. Myers A.G., Zheng B. J. Am. Chem. Soc. 118:1996;4492-4493.
30. Suzuki T., Tokunaga M., Wakatsuki Y. Tetrahedron Lett. 43:2002;7531-7533.
31. Agami C., Couty F., Evano G. Eur. J. Org. Chem. 2002;29-38.
32. Reichwein J.F., Iacono S.T., Patel M.C., Pagenkopf B.L. Tetrahedron Lett. 43:2002;3739-3741.
33. Thompson A.S., Corley E.G., Huntington M.F., Grabowski E.J.J. Tetrahedron Lett. 49:1995;8937-8940.
34. Niwa S., Soai K. J. Chem. Soc., Perkin Trans. 1. 1990;937-943.
35. Liu D.-X., Zhang L.-C., Wang Q., Da C.-S., Xin Z.-Q., Wang R., Choi M.C.K., Chan A.S.C. Org. Lett. 17:2001;2733-2735.
36. Palmieri G. Tetrahedron: Asymmetry. 11:2000;3361-3373.
37. Moore D., Pu L. Org. Lett. 11:2002;1855-1857.