Lipase-mediated resolution of racemic benzo-15-crown-5 ether derivatives

Tetrahedron Letters

Volumn 41, Issue 13, 2000, Pages 2125-2127

  Kijima, Tatsuro ^a   Moriya, Takanori ^a   Kondoh, Eiki ^a   Izumi, Taeko ^a  

^a YAMAGATA UNIVERSITY   (Japan)

Author keywords

Crown ether; Enzyme and enzyme reaction; Resolution; Transesterification

Indexed keywords

BENZO 15 CROWN 5 ETHER DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; BACTERIUM TRANSFORMATION; BURKHOLDERIA CEPACIA; CANDIDA ANTARCTICA; ENZYME KINETICS; ENZYME REGULATION; NONHUMAN; ORGANIC CHEMISTRY; RACEMIC MIXTURE;

EID: 0034719697     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00089-7     Document Type: Article

References (20)

1. (a) Wong, C. H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Tetrahedron Organic Chemistry. Pergamon: Oxford, 1994.
2. (b) Theil, F. Chem. Rev. 1995, 95, 2203-2227.
3. (c) Nakamura, K.; Hirose, Y. J. Synth. Org. Chem. Jpn. 1995, 53, 668-677.
4. (a) Izumi, T.; Aratani, S. J. Chem. Technol. Biotechnol. 1995, 63, 25-32.
5. (b) Kijima, T.; Yaginuma, Y.; Izumi, T. J. Chem. Technol. Biotechnol. 1999, 74, 501-508.
6. (c) Ema, T.; Jittani, M.; Sakai, T.; Utaka, M. Tetrahedron Lett. 1998, 39, 6311-6314.
7. (d) Kazlauskas, R. J.; Weissfloch, A. N. E.; Rappaport, A. T.; Cuccia, L. A. J. Org. Chem. 1991, 56, 2656-2665.
8. (e) Nakamura, K.; Kawasaki, M.; Ohno, A. Bull. Chem. Soc. Jpn. 1996, 69, 1079-1085.
9. (a) Fujii, I.; Togame, H.; Kanematsu, K. Chem. Pharm. Bull. 1986, 34, 4439-4442.
10. (b) Vogtle, V. F.; Jansen, B. Tetrahedron Lett. 1976, 52, 4895-4898.
11. (a) Tsukube, H.; Betchaku, A.; Hiyama, Y.; Itoh, T. J. Chem. Soc., Chem. Commun. 1992, 1751-1752.
12. (b) Tsukube, H.; Betchaku, A.; Hiyama, Y.; Itoh, T. J. Org. Chem. 1994, 59, 7014-7018.
13. (c) Muraoka, M.; Ueda, A.; Zhang, W.; Kida, T.; Nakatsuji, Y.; Ikeda, I.; Kanehisa, N.; Kai, Y. Tetrahedron Lett. 1998, 39, 9493-9496.
14. ®, Novo Nordisk Bio Industry Co.).
15. +.
16. Kazlauskas, R. J. Biotechnology; Wiley-VCH: Weinheim, 1998; Vol. 8a, pp. 37-192.
17. 3).
18. Chen, C. S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 104, 7294-7299.
19. Trost, B. M.; Belletire, J. L.; Goldleski, S.; McDougal, P. G.; Balkovec, J. M.; Baldwin, J. J.; Christy, M. E.; Ponticello, G. S.; Varga, S. L.; Springer, J. P. J. Am. Chem. Soc. 1986, 51, 2370-2374.
20. Wada, F.; Arata, R.; Goto, T.; Kikukawa, K.; Matsuda, T. Bull. Chem. Soc. Jpn. 1980, 53, 2061-2063.