A computer program for analysis, simulation and optimization of asymmetric catalytic processes proceeding through two consecutive steps. Type 1: Asymmetrization-kinetic resolutions

Tetrahedron Asymmetry

Volumn 8, Issue 19, 1997, Pages 3251-3261

  Kroutil, W ^a   Kleewein, A ^a   Faber, K ^a  

^a GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; COMPUTER PROGRAM; COMPUTER SIMULATION; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030809631     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00428-X     Document Type: Article

References (44)

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4. 2.
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10. b) For biocatalyzed reactions: Chen, C.-S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 104, 7294-7299;
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12. d) For prebiotic reactions: Balavoine, G.; Moradpour, A.; Kagan, H. B. J. Am. Chem. Soc. 1974, 96, 5152-5158.
13. A clear distinction should be made to processes where both enantiomers of a racemate are transformed via a single step reaction by two different catalysts into chemically different products ('Parallel Kinetic Resolutions'). Vedejs, E.; Chen, X. J. Am. Chem. Soc. 1997, 119, 2584-2585.
14. Rodigin, N. M.; Rodigina, E. N. Consecutive Chemical Reactions, Mathematical Analysis and Development; Van Nostrand: Princeton/New Jersey, 1964; Brandt, J.; Jochum, C.; Ugi, I.; Jochum, P. Tetrahedron 1977, 33, 1353-1363.
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16. Kroutil, W.; Kleewein, A.; Faber, K. (© 1997). 'SeKiRe' stands for SEquential KInetic REsolution. Free shareware programs running under Windows 'SeKiRe-Win-1.0' and Macintosh 'SeKiRe-Mac-1.0' are available via the Internet at http://www-orgc.tu-graz.ac.at or directly from the authors. A description how to use the programs is given in the help-files which accompany the programs.
17. P/Q. However, this requires the availability of racemic P+Q and renders the whole process very time-consuming.
18. For the treatment of sequential kinetic resolutions (Type-2 systems) see the following paper in this issue.
19. Bisht, K. S.; Parmar, V. S.; Crout, D. H. G. Tetrahedron: Asymmetry 1993, 4, 957-958.
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23. A mathematical treatment for this case has been provided recently: Ward, D. E.; How, D.; Liu, Y. J. Am. Chem. Soc. 1997, 119, 1884-1894.
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41. For instance, this may be achieved by addition of organic cosolvents, slowing down one of the individual steps: Caron, G.; Kazlauskas, R. J. J. Org. Chem. 1991, 56, 7251-7256.
42. This ensures (i) a linear range for regression, (ii) enzyme saturation and (iii) first-order reaction.
43. 23
44. Press, W. H.; Teukolsky, S. A.; Vetterling, W. T.; Flannery, B. P. Numerical Recipes in C, Fortran, Pascal;. 2nd edn, Cambridge University Press: 1994.