Camphor ionic liquid: Correlation between stereoselectivity and cation-anion interaction

Journal of Organic Chemistry

Volumn 70, Issue 24, 2005, Pages 10106-10108

  Nobuoka, Kaoru ^a   Kitaoka, Satoshi ^a   Kunimitsu, Kazuya ^a   Iio, Masashi ^a   Harran, Thomas ^a   Wakisaka, Akihiro ^b   Ishikawa, Yuichi ^a  

^a OITA UNIVERSITY   (Japan)

^b NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST SELECTIVITY; IONIC CONDUCTION; NEGATIVE IONS; POSITIVE IONS; REACTION KINETICS; STEREOCHEMISTRY;

DIELS-ALDER REACTIONS; IONIC LIQUIDS; STEREOSELECTIVITY;

FLUID DYNAMICS;

ANION; CAMPHOR; CATION; HALOGEN; IMIDAZOLE DERIVATIVE; SULFONIC ACID DERIVATIVE;

ARTICLE; CATALYST; DIELS ALDER REACTION; MASS SPECTROMETRY; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 28044455887     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051669x     Document Type: Article

References (26)

1. For example: (a) Welton, T. Chem. Rev. 1999, 99, 2071.
2. (b) Gordon, C. M. Appl. Catal. A 2001, 222, 101-117.
3. (c) Dupont, J.; de Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667-3692.
4. (a) Cativiela, C.; Garcia, J. I.; Mayoral, J. A.; Salvatella, L. J. Chem. Soc., Perkin Trans. 2 1994, 4, 847.
5. (b) Vidiš, A.; Ohlin, C. A.; Laurenczy, G.; Küsters, E.; Sedelmeier, G.; Dyson, P. J. Adv. Synth. Catal. 2005, 347, 266.
6. (a) Earle, M. J.; McCormac, P. B.; Seddon, K. R. Green Chem. 1999, 23.
7. (b) Fischer, T.; Sethi, A.; Welton, T.; Woolf, J. Tetrahedron Lett. 1999, 40, 793.
8. (c) Lee, C. W. Tetrahedron Lett. 1999, 40, 2461.
9. (d) Aggarwal, A.; Lancaster, N. L.; Sethi, A. R.; Welton, T. Green Chem. 2002, 4, 517.
10. (e) Dzyuba, S. V.; Bartsch, R. A. Tetrahedron Lett. 2002, 43, 4657-4659.
11. (f) Yadav, J. S.; Reddy, B. V. S.; Reddy, J. S. S.; Rao, R. S. Tetrahedron 2003, 59, 1599.
12. (g) Park, J. K.; Sreekanth, P.; Kim, B. M. Adv. Synth. Catal. 2004, 346, 49-52.
13. (h) Kumar, A.; Pawar, S. S. J. Org. Chem. 2004, 69, 1419.
14. (a) Crowhurst, L.; Mawdsley, P. R.; Perez-Arlandis, J. M.; Salter, P. A.; Welton, T. Phys. Chem. Chem. Phys. 2003, 5, 2790.
15. (b) Znamenskiy, V.; Kobrak, M. N. J. Phys. Chem. B 2004, 108, 1072.
16. Carter, E. B.; Culver, S. L.; Fox, P. A.; Goode, R. D.; Ntai, I.; Tickell, M. D.; Traylor, R. K.; Hoffman, N. W.; Davis, J. H., Jr. Chem. Commun. 2004, 6, 630.
17. Nobuoka, K. Abstracts chemwest 2003 (Japan), 2003, No. 84.
18. 589 -7.6.
19. Berson, J. A.; Hamlet, Z.; Mueller, W. A. J. Am. Chem. Soc. 1962, 84, 297.
20. (a) Mochizuki, S.; Wakisaka, A. J. Phys. Chem. A 2002, 106, 5095.
21. (b) Megyes, T.; Radnai, T.; Wakisaka, A. J. Phys. Chem. A 2002, 106, 8059.
22. Kitaoka, S.; Nobuoka, K.; Wakisaka, A.; Ohki, T.; Ishikawa, Y. Abstracts 84th National Meeting of the Chemical Society of Japan (Japan); 2005; 1F6-37.
23. 3, respectively.
24. Houk, K. N.; Strozier, R. W. J. Am. Chem. Soc. 1973, 95, 4094.
25. Schreiner, P. R.; Wittkopp, A. Org. Lett. 2002, 4, 217-220.
26. Cammarata, L.; Kazarian, S. G.; Salter, P. A.; Welton, T. Phys. Chem. Chem. Phys. 2001, 3, 5192.