Enantioselective microbial reduction with baker's yeast on an industrial scale

Chimia

Volumn 54, Issue 9, 2000, Pages 503-507

  Bertau, Martin ^a   Bürli, Martin ^b  

^a Rohner AG   (Switzerland)

^b NONE

Author keywords

Baker's yeast; Chiral pharmaceutical intermediates; Commercial chiral biosynthesis; Green chemistry; Microbial reduction

Indexed keywords

EID: 0034354272     PISSN: 00094293     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (48)

1. a) J. Szczodrak, J. Fiedurek, Biomass Bioenergy 1996, 10, 367;
2. b) L. Olsson, B. Hahn-Hägerdahl, Enzyme Microb. Technol. 1996, 8, 312;
3. c) S. Bashir, S. Lee, Fuel Sci. Tech. Int. 1994, 12, 1427.
4. M. Bertau, M. Bürli, E. Hungerbühler, Chimica Oggi 1998, 16(10), 58.
5. a) P. Ferraboschi, P. Grisenti, R. Casati, A. Fiecchi, E. Santaniello, J. Chem. Soc. Perkin Trans 1 1987, 1743;
6. b) C. Fuganti, P. Grasselli, S. Servi, H.E. Högberg, J. Chem. Soc., Perkin Trans 1 1988, 3061.
7. a) T. Kitazume, N. Iskama, Chem. Lett. 1984, 1815;
8. b) A. Kamal, P.B. Sattur, J. Chem. Soc., Chem. Commun. 1989, 835;
9. c) K. Rama Rao, N. Bhanumathi, T.N. Srinivasan, P.B. Sattur, Tetrahedron Lett. 1990, 31, 899.
10. J. Wiesner, 'Produktionsintegrierter Umweltschutz in der chemischen Industrie', DECHEMA, 1990.
11. O. Zenklusen, Diplomarbeit, ETH Zürich, 1995.
12. Biovent® is a registered trademark of Rohner Ltd.
13. R.A. Sheldon, 'Chirotechnology - Industrial Synthesis of Optically Active Compounds', Marcel Dekker, New York, 1993.
14. a) D. Seebach, A.K. Beck, R. Breitschuh, K. Job, Org. Synth. 1993, 71, 39;
15. b) D. Seebach, M. Zügler, Helv. Chim. Acta 1982, 65, 495;
16. c) C.M. Afonso, M.T. Barros, L. Godinho, C.D. Maycock, Tetrahedron Lett. 1989, 30, 2707.
17. a) H. Mitomo, T. Takahashi, H. Ito, T. Saito, Int. J. Biol. Macromol. 1999, 24, 311;
18. b) P.A. Holmes, Phys. Technol. 1985, 16, 32.
19. a) M.J. Burk, J.E. Feaster, R.L. Harlow, Tetrahedron: Asymmetry 1991, 2, 569;
20. b) R.P. Short, R.M. Kennedy, S. Masamune, J. Org. Chem. 1989, 54, 1755;
21. c) K. Julienne, P. Metzner, J. Org. Chem. 1998, 63, 4532;
22. d) G.J.H. Buisman, E.J. Vos, P.C.J. Kamer, P.W.N.M. van Leeuwen, J. Chem. Soc., Dalton Trans. 1995, 409.
23. a) M.J. Burk (E.I. Du Pont de Nemours and Co), WO 9319040, 1993;
24. b) M.J. Burk (E.I. Du Pont de Nemours and Co), WO 9301199, 1993;
25. c) M.J. Burk (E.I. Du Pont de Nemours and Co), WO 9219630, 1992.
26. Q. Fan, C. Yeung, A.S.C. Chan, Tetrahedron: Asymmetry 1997, 8, 4041.
27. a) J. Bach, R. Berenguer, J. Garcia, M. Lopez, J. Manzanal, J. Vilarassa, Tetrahedron 1998, 54, 14947;
28. b) J. Bach, R. Berenguer, J. Garcia, T. Loscertales, J. Manzanal, J. Vilarassa, Tetrahedron Lett. 1997, 38, 1091;
29. c) G.J. Quallich, K.N. Keavey, T.M. Woodall, Tetrahedron Lett. 1995, 36, 4729;
30. d) R. Kuwano, M. Sawamura, J. Shirai, M. Takahashi, Y. Ito, Tetrahedron Lett. 1995, 36, 5239;
31. e) G. Solladie, N. Huser, Tetrahedron Lett. 1994, 35, 5297.
32. a) N.B. Johnson, BACS Conference Europe 1998;
33. b) H. Nagai, T. Morimoto, K. Achiwa, Synlett 1994, 289;
34. c) G. Caron, R.J. Kazlaukas, Tetrahedron: Asymmetry, 1994, 5, 657.
35. M.J. Burk, J.E. Feaster, R.L. Harlow, Organometallics 1990, 9, 2653.
36. a) M. Keppens, N. De Kimpe, J. Org. Chem. 1995, 60, 3916;
37. b) S. Nagumo, H. Suemune, H. Sakai, Tetrahedron Lett. 1991, 32, 5585.
38. S. Furegati, W. Ganci, G. Przibille, P. Rüedi, Helv. Chim. Acta 1998, 81, 1127.
39. R. Camerini, M. Panunzio, G. Bonanomi, D. Donati, A. Perboni, Tetrahedron Lett. 1996, 37, 2467.
40. G. Wittmann, G. Göndös, M. Bartók, Helv. Chim. Acta 1990, 73, 635.
41. a) M. Panunzio, R. Camerini, A. Mazzoni, D. Donati, C. Marchioro, R. Pachera, Tetrahedron: Asymmetry, 1997, 8, 15;
42. b) L.T. Kanerva, O. Sundholm, Acta Chem. Scand. 1993, 47, 823.
43. a) D. Seebach, A.K. Beck, R. Imwinkelried, S. Roggo, A. Wonnacott, Helv. Chim. Acta 1987, 70, 954;
44. b) B. Herradon, D. Seebach, Helv. Chim. Acta 1989, 72, 690;
45. c) T. Eicher, F. Servet, A. Speicher, Synthesis 1996, 863;
46. d) T. Allmendinger, E. Felder, E. Hungerbühler, in ACS Symposium Series 456: 'Selective Fluorination in Organic and Bioorganic Chemistry', Ed.: J.T. Welch, 199th National Meeting of the American Chemical Society, Boston (MA), 22.27.4.1990, American Chemical Society, Washington DC, 1991, p. 186.
47. D. Buisson, C. Sanner, M. Larcheveque, R. Azerad, Tetrahedron Lett. 1987, 28, 3939.
48. H. Ohta, N. Kobayashi, T. Sugai, Agric. Biol. Chem. 1990, 54, 489.