Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids

Helvetica Chimica Acta

Volumn 86, Issue 3, 2003, Pages 894-899

  Kim, Eun Jin ^a   Ko, Soo Y ^a   Song, Choong Eui ^b  

^a Ewha Womans University   (South Korea)

^b Korea Institute of Science and Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITIVES; IONIC CONDUCTION; REACTION KINETICS;

LEWIS ACID;

FLUID DYNAMICS;

1 BUTYL 3 METHYLIMIDAZOLIUM; ALCOHOL; ALDEHYDE; ALKENE; IMIDAZOLE DERIVATIVE; LANTHANUM; LEWIS ACID; UNCLASSIFIED DRUG;

ARTICLE; BAYLIS HILLMAN REACTION; CATALYSIS; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; HYDROGEN BOND; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0037260458     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200390087     Document Type: Article

References (29)

1. a) E. Ciganek, Org. React. 1997, 51, 201;
2. b) D. Basavaiah, P. D. Rao, R. S. Hyma, Tetrahedron 1996, 52, 8001.
3. a) V. K. Aggarwal, G. J. Tarver, R. McCagur, Chem. Commun. 1996, 2713;
4. b) V. K. Aggarwal, A. Mereu, G. J. Tarver, R. McCagur, J. Org. Chem. 1998, 63, 7183;
5. c) T. Kataoka, T. Iwama, S. Tsuhiyama, Chem. Commun. 1998, 197.
6. a) F. Roth, P. Gygax, G. Fráter, Tetrahedron Lett. 1992, 33, 1045;
7. b) S. Rafel, J. W. Leahy, J. Org. Chem. 1997, 62, 1521.
8. M. Shi, Y.-S. Feng, J. Org. Chem. 2001, 66, 406.
9. a) F. Ameer, S. E. Drews, S. Freese, P. T. Kaye, Synth. Commun. 1988, 18, 495;
10. b) S. E. Drews, S. D. Freese, N. D. Emslie, G. H. P. Roos, Synth. Commun. 1988, 18, 1565;
11. c) D. Basavaiah, P. K. S. Sarma, Synth. Commun. 1990, 20, 1611;
12. d) Y. M. A. Yamada, S. Ikegami, Tetrahedron Lett. 2000, 41, 2165.
13. a) J. S. Hill, N. S. Issacs, Tetrahedron Lett. 1986, 27, 5007;
14. b) J. S. Hill, N. S. Issacs, J. Chem. Res. 1988, 330.
15. G. H. P Roos, P. Ramoersadh, Synth. Commun. 1993, 23, 1261.
16. M. K. Kundu, S. B. Mukherjee, N. Balu, R. Padmakumar, S. V. Bhat, Synlett 1994, 444.
17. a) J. S. Wilkes, Green Chemistry 2002, 4, 73;
18. b) R. Sheldon, Chem. Commun. 2001, 2399;
19. c) P. Wasserscheid, W. Keim, Angew. Chem., Int. Ed. 2000, 39, 3772;
20. d) T. Welton, Chem. Rev. 1999, 99, 2071;
21. e) Y. Chauvin, H. Olivier, CHEMTECH 1995, 26.
22. a) C. E. Song, E. J. Roh, Chem. Commun. 2000, 837;
23. b) C. E. Song, C. R. Oh, E. J. Roh, D. J. Choo, Chem. Commun. 2000, 1743.
24. a) C. E. Song, W. H. Shim, E. J. Roh, J. H. Choi, Chem. Commun. 2000, 1695;
25. b) T. Tsuchimoto, T. Maeda, E. Shirakawa, Y. Kawakami, Chem. Commun. 2000, 1573;
26. c) C. E. Song, W. H. Shim, E. J. Roh, S.-g. Lee, J. H. Choi, Chem. Commun. 2001, 1122.
27. J. N. Rosa, C. A. M. Afonso, A. G. Santos, Tetrahedron 2001, 57, 4189.
28. a) J. Howarth, K. Hanlon, D. Fayne, P. McCormac, Tetrahedron Lett. 1997, 38, 3097;
29. T. Oh, I. Meracz, presented at the 224th ACS National Meeting, Boston, Aug. 2002, Abstract No. ORGN 621.