Stereoselective esterification of 2,6-dimethyl-1,7-heptanedioic acid, catalysed by Candida rugosa lipase

Journal of Molecular Catalysis B: Enzymatic

Volumn 23, Issue 1, 2003, Pages 53-59

  Hedenström, Erik ^a   Edlund, Helen ^a   Lund, Susan ^a  

^a MID SWEDEN UNIVERSITY   (Sweden)

Author keywords

2,6 Dimethyl 1,7 heptanedioic acid; Candida rugosa; Esterification; Stereoselective; Synthesis

Indexed keywords

ALCOHOLS; CATALYST SELECTIVITY; ESTERIFICATION; STEREOCHEMISTRY;

STEREOSELECTIVITY;

ENZYME KINETICS;

2,6 DIMETHYL 1,7 HEPTANEDIOIC ACID; ALCOHOL DERIVATIVE; BUTANOL; CYCLOHEXANE; FUNGAL ENZYME; METHYL GROUP; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CONTROLLED STUDY; ENZYME ASSAY; ENZYME IMMOBILIZATION; ESTERIFICATION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

CANDIDA RUGOSA;

EID: 0037678457     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-1177(03)00067-5     Document Type: Article

References (20)

1. For an extensive review on the use of lipases in organic chemistry see: R.J. Kazlauskas, U.T. Bornscheuer, in: H.-J. Rehm, G. Reed (Eds.), Biotransformatons with Lipases. Biotechnology: Biotransformations I, vol. 8a, VCH 1998, pp. 38-191, and references cited therein.
2. See for example: N.W.J.T. Heinsman, M.C.R. Franssen, A. van der Padt, R.M. Boom, K. van't Riet, AE. de Groot, Biocatalysis and Biotransformation 20 (2002) 297, and references cited therein.
3. Lundh M., Smitt O., Hedenström E. Tetrahedron: Asymmetry. 7:1996;3277
4. (b) Karlsson S., Hedenström E. Acta Chem. Scand. 53:1999;620
5. (c) M. Larsson, B.-V. Nguyen, E. Hedenström, H.-E. Högberg, Eur. J. Org. Chem. (2001) 353.
6. P. Berglund, K. Hult, in: R.N. Patel (Ed.), Biocatalytic Synthesis of Enantiopure Compounds Using Lipases Stereoselective Biocatalysis, Marcel Dekker, New York, 2000, pp. 633-657, and references cited therein.
7. Chenevert R., Desjardins M. J. Org. Chem. 61:1996;1219.
8. Y. Nakamura, K. Mori, Eur. J. Org. Chem. (1999) 2175.
9. (a) Nguyen B.-V., Hedenström E. Tetrahedron: Asymmetry. 10:1999;1821.
10. Hedenström E., Nguyen B.-V., Silks L.A. III Tetrahedron: Asymmetry. 13:2002;835.
11. P. Karrer, F. Benz, R. Morf. H. Raudnitz, M. Stoll, T. Takahashi, Helv. Cheim. Acta (1932) 1399.
12. Y. Shirai, M. Seki, K. Mori, Eur. J. Org. Chem. (1999) 3139.
13. Berglund P., Vörde C., Högberg H.-E. Biocatalysis. 9:1994;123.
14. Still W.C., Darst K.P. J. Am. Chem. Soc. 102:1980;7387.
15. Heathcock C.H., Finkelstein B.L., Jarvi E.T., Radel P.A., Hadley C.R. J. Org. Chem. 53:1988;1922.
16. Högberg H.-E., Edlund H., Berglund P., Hedenström E. Tetrahedron: Asymmetry. 4:1993;2123.
17. Edlund H., Berglund P., Jensen M., Hedenström E., Högberg H.-E. Acta Chem. Scand. 50:1996;666.
18. Fredga A., Östman B. Acta Chem. Scand. 10:1956;703.
19. Kipping F.S. J. Chem. Soc. 67:1991;139.
20. Ngooi T.K., Guo C.-W., Sih C.H. Biocatalysis. 3:1990;119.