Highly selective resolution of secondary alcohols and acetoacetates with lipases and diketene in organic media

Tetrahedron Asymmetry

Volumn 7, Issue 4, 1996, Pages 1153-1158

  Suginaka, Kaoru ^a   Hayashi, Yoshiyuki ^a   Yamamoto, Yukio ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETOACETIC ACID DERIVATIVE; ALKANOL; TRIACYLGLYCEROL LIPASE;

ARTICLE; DRUG PURIFICATION; ENANTIOMER; PRIORITY JOURNAL; TECHNIQUE;

EID: 0029936739     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00121-8     Document Type: Article

References (21)

1. (a) Boland, W.; Frößl, C.; Lorenz, M. Synthesis, 1991, 1049.
2. (b) Santaniello, E.; Ferraboschi, P.; Grisenti, P. ; Manzocchi, A. Chem. Rev., 1992, 92, 1071.
3. (c) Otera, J. Chem. Rev., 1993, 93, 1449.
4. (d) Santaniello, E.; Ferraboschi, P.; Grisenti, P. Enzyme Microb. Technol., 1993, 15, 367.
5. Faber, K.; Riva, S. Synthesis, 1992, 895.
6. (a) Degueil-Castaing, M.; De Jeso, B.; Drouillard, S.; Maillard, B. Tetrahedron Lett., 1987, 28, 953.
7. (b) Wang, Y. -F.; Lalonde, J. J.; Momongan, M.; Bergbreiter, D. E.; Wong, C. -H. J. Am. Chem. Soc., 1988, 110, 7200.
8. (c) Nishio, T.; Kamimura, M; Murata, M.; Terao, Y.; Achiwa, K. J. Biochem., 1989, 105, 510.
9. Therisod, M.; Klibanov, A. M. J. Am. Chem. Soc., 1987, 109, 3977.
10. Ghogare, A.; Kumer, G. S. J. Chem. Soc. Chem. Commun., 1989, 1533.
11. Frykman, H.; Öhrner, N.; Norin, T.; Hult, K. Tetrahedron Lett., 1993, 34, 1367.
12. (a) Bianchi, D.; Cesti, P.; Battistel, E. J. Org. Chem., 1988, 53, 5531.
13. (b) Terao, Y.; Tsuji, K.; Murata, M.; Achiwa, K.; Nishio, T.; Watanabe, N.; Seto, K. Chem. Pharm. Bull., 1989, 37, 1653.
14. (c) Gutman, A. L.; Brenner, D.; Boltanski, A. Tetrahedron: Asymmetry, 1993, 4, 839.
15. Koichi, Y.; Suginaka, K.; Yamamoto, Y. J. Chem. Soc. Perkin Trans, 1, 1995, 1645.
16. Jeromin, G. E.; Welsch, V. Tetrahedron Lett., 1995, 36, 6663.
17. Chen, C. -S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. -J. J. Am. Chem. Soc., 1982, 104, 7294.
18. Kazlauskas, R. J.; Weissfloch, A. N. E.; Rappaport, A. T.; Cuccia, L. A. J. Org. Chem., 1991, 56, 2656.
19. Theisen, P. D.; Heathcock, C. H. J. Org. Chem., 1988, 53, 2374.
20. Hudlicky, T.; Tsunoda, T.; Gadamasetti, K. G.; Murry, J. A.; Keck, G. E. J Org. Chem., 1991, 56, 3619.
21. Landais, Y.; Planchenault, D. Tetrahedron Lett., 1994, 35, 4565.