Ytterbium(III) triflate-catalyzed one-pot Mannich-type reaction in ionic liquid [5]

Bulletin of the Korean Chemical Society

Volumn 23, Issue 10, 2002, Pages 1367-1368

  Lee, Sang gi ^a   Park, Jung Hwan ^a  

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

Author keywords

Ionic liquid; Lanthanide triflates; Mannich

Indexed keywords

ACETOPHENONE; BENZALDEHYDE; BETA AMINO ACID; LANTHANIDE; UNCLASSIFIED DRUG; YTTERBIUM; YTTERBIUM TRIFLATE;

CATALYSIS; CHEMICAL REACTION; IONIC STRENGTH; LETTER; MANNICH REACTION; MOLECULAR MODEL; REACTION ANALYSIS;

EID: 0037145576     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2002.23.10.1367     Document Type: Letter

References (22)

1. Kleinman, E. F. Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pregamon Press: Oxford, 1991; Vol 2, p 893.
2. Ojima, I.; Inaba, S.-I.; Yoshida, K. Tetrahedron Lett. 1977, 3643.
3. (a) Guanti, G.; Narisano, E.; Banfi, L. Tetrahedron Lett. 1987, 28, 4331.
4. (b) Mukaiyama, T.; Kashiwagi, K.; Matsui, S. Chem. Lett. 1989, 1397.
5. (c) Mukaiyama, T.; Akamatsu, H.; Han, J. S. Chem. Lett. 1990, 889.
6. (d) Ishihara, K.; Funahashi, M.; Hanaki, N.; Miyata, N.; Yamamoto, H. Synlett 1994, 963.
7. (a) Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773.
8. (b) Kobayashi, S.; Ishitani, H. J. Chem. Soc., Chem. Commun. 1995, 1379.
9. (a) Loh, T.-P.; Wei, L.-L. Tetrahedron Lett. 1998, 39, 323.
10. (b) Loh, T.-P.; Liung, S. B. K. W.; Tan, K.-L.; Wei, L.-L. Tetrahedron 2000, 56, 3227.
11. Kobayashi, S.; Nagayama, S. J. Org. Chem. 1997, 62, 232.
12. (a) Lee, S.-g.; Park, J. H.; Kang, J.; Lee, J. K. Chem. Commun. 2001, 1698.
13. (b) Lee, S.-G.; Lee, J. K.; Song, C. E.; Kim, D.-C. Bull. Korean Chem. Soc. 2002, 23, 667.
14. (a) Wasserscheid, P.; Keim, W. Angew. Chem., Int. Ed. Engl. 2000, 39, 3772.
15. (b) Welton, T. Chem. Rev. 1999, 99, 2071.
16. (c) Seddon, K. R. J. Chem. Tech. Biotechtnol. 1997, 68, 351.
17. (d) Chauvin, Y.; Olivier, H. CHEMTECH 1995, 26, and references therein.
18. The rate acceleration effects of ionic liquids in other catalytic reactions: (a) Song, C. E.; Roh, E. J. Chem. Commun. 2000, 837.
19. (b) Song, C. E.; Shim, W. H.; Roh, E. J.; Choi, J. H. Chem. Commun. 2000, 1695.
20. (c) Song, C. E.; Shim, W. H.; Roh, E. J.; Lee, S.-G.; Choi, J. H. Chem. Commun. 2001, 1122.
21. Noyori, R.; Yokoyama, K.; Sakata, J.; Kuwajima, I.; Nakamura, E.; Shimizu, M. J. Am. Chem. Soc. 1977, 99, 1265.
22. (b) Nakamura, E.; Shimizu, M.; Kuwajima, I.; Sakata, J.; Yokoyama, K.; Noyori, R. J. Org. Chem. 1983, 48, 932.