Publications

 
 

IX Enzymatic and microbial syntheses

  1. Z. Luo, S. M. Swaleh, F. Theil, D. P. Curran,
    Resolution of 1-(2-naphthyl)ethanol by a combination of an enzyme-catalyzed kinetic resolution with a fluorous triphasic separative reaction,
    Org. Lett. 2002, 4, 2585-2587.
  2.  

  3. S. M. Swaleh, B. Hungerhoff, H. Sonnenschein, F. Theil,
    Separation of enantiomers by lipase-catalyzed fluorous phase delabeling,
    Tetrahedron 2002, 58, 4085-4089.
  4.  

  5. B. Hungerhoff, H. Sonnenschein, F. Theil,
    Combining Lipase-Catalyzed Enantiomer-Selective Acylation with Fluorous Phase-Labeling: A New Method for the Resolution of Racemic Alcohols,
    J. Org. Chem. 2002, 67, 1781-1785.
  6.  

  7. B. Hungerhoff, H. Sonnenschein, F. Theil,
    Separation of Enantiomers by Extraction Based on Lipase-Catalyzed Enantiomer-Selective Fluorous-Phase Labeling,
    Angew. Chem. 2001, 113, 2550-2552; Angew. Chem. Int. Ed. 2001, 40, 2492-2494.
  8.  

  9. K. Lemke, M. Lemke, F. Theil,
    A Three-Dimensional Predictive Active Site Model for Lipase from Pseudomonas cepacia,
    J. Org. Chem. 1997, 62, 6268-6273.
  10.  

  11. K. Lemke, S. Ballschuh, A. Kunath, F. Theil,
    An Improved Procedure for the Lipase-catalysed Kinetic Resolution of endo-endo-cis-bicyclo[3.3.0]octane-2,6-diol – Synthesis of Potential C2-symmetric Enantiomerically Pure Bidentate Auxiliaries,
    Tetrahedron: Asymmetry 1997, 8, 2051-2055.
  12.  

  13. B. Henkel, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 27.
    Enzyme-Catalyzed Synthesis of (5R,6S)-6-Acetoxyalkan-5-olides – Homologues of the Mosquito Oviposition Attractant Pheromone,

    J. Prakt. Chem. 1997, 339, 434-440.
  14.  

  15. F. Theil, S. Ballschuh,
    Chemoenzymatic Synthesis of Both Enantiomers of Cispentacin,
    Tetrahedron: Asymmetry 1996, 7, 3565-3572.
  16.  

  17. F. Theil, H. Sonnenschein, T. Kreher,
    Lipase-catalysed Resolution of 3,3′-Bi-indolizines: The First Preparative Access to Enantiomerically Pure Samples,
    Tetrahedron: Asymmetry 1996, 7, 3365-3370.
  18.  

  19. F. Theil,
    Enzymatische Hydrolyse von Nitrilen,
    Nova Acta Leopoldina Suppl. 14, 1996, 143-150.
  20.  

  21. K. Lemke, F. Theil, A. Kunath, H. Schick,
    Lipase-catalysed Kinetic Resolution of Phenylethane-1,2-diol by Sequential Transesterification – the Influence of the Solvent,
    Tetrahedron: Asymmetry 1996, 7, 971-974.
  22.  

  23. F. Theil, S. Ballschuh, M. von Janta-Lipinski, R. A. Johnson,
    Chemoenzymatic Synthesis of Carbocyclic Nucleoside Analogues,
    J. Chem. Soc. Perkin Trans. 1, 1996, 255-258.
  24.  

  25. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 26.
    Synthesis of Enantiomerically Enriched 2,3- and 3,4-Dimethylpentan-5-olides via Lipase-catalyzed Regio- and Enantioselective Alcoholysis of cis– and trans-2,3-Dimethylpentanedioic Anhydrides,

    Liebigs Ann. 1996, 1443-1448.
  26.  

  27. F. Theil, K. Lemke, S. Ballschuh, A. Kunath, H. Schick,
    Lipase-catalysed Resolution of 3-(Aryloxy)-1,2-propanediol Derivatives – Towards an Improved Active Site Model of Pseudomonas cepacia Lipase (Amano PS),
    Tetrahedron: Asymmetry 1995, 6, 1323-1344.
  28.  

  29. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 25.
    The Lipase-Catalyzed Sequential Esterification of (±)-2-Methylbutanedioic Anhydride – A Biocatalytical Access to an Enantiomerically Pure 1-Monoester of (S)-2-Methylbutanedioic Acid,
    Liebigs Ann. 1995, 1699-1702.
  30.  

  31. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 24.
    The Different Behaviour of syn– and anti-2,3-Dimethylbutanedioic Anhydride in the Lipase-catalyzed Enantioselective Alcoholysis,

    Tetrahedron: Asymmetry 1995, 6, 1191-1194.
  32.  

  33. B. Henkel, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 23.
    Chemo-enzymatic Synthesis of (5R,6S)-6-Acetoxyhexadecan-5-olide – the Major Component of the Mosquito Oviposition Attractant Pheromone,
    Liebigs Ann. 1995, 921-923.
  34.  

  35. A. Kerridge, J. S. Parratt, S. M. Roberts, F. Theil, N. J. Turner, A. J. Willets,
    Microbial Hydrolysis of Glutaronitrile Derivatives with Brevibacterium sp. R312,
    Bioorg. Med. Chem. 1994, 2, 447-455.
  36.  

  37. F. Theil, A. Kunath, M. Ramm, T. Reiher, H. Schick,
    Double Enantioselective Transesterification of Racemic Carboxylic Esters and Cyclic meso-Diols by Lipase Catalysis,
    J. Chem. Soc. Perkin Trans. 1, 1994, 1509-1516.
  38.  

  39. J. Weidner, F. Theil, H. Schick,
    Kinetic Resolution of (1RS,2SR)-2-(Hydroxymethyl)cyclopentanol by a Biocatalytic Transesterification Using Lipase PS,
    Tetrahedron: Asymmetry 1994, 5, 751-754.
  40.  

  41. F. Theil, J. Weidner, A. Kunath, H. Schick,
    Kinetic Resolution of Acyclic 1,2-Diols Using a Sequential Lipase-Catalyzed Transesterification in Organic Solvents,
    J. Org. Chem. 1994, 59, 388-393.
  42.  

  43. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 21.
    Lipase-Catalyzed Conversion of (±)-2-Methylglutaric Anhydride into (S)-2-Methyl- and (R)-4-Methyl δ-Valerolactone via a Regio- and Enantioselective Sequential Esterification,

    Liebigs Ann. Chem. 1994, 1019-1023.
  44.  

  45. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 22.
    The Sequential Enzyme-catalyzed Esterification of a Prochiral Dicarboxylic Anhydride – An Improved Access to 1-(2-Methylpropyl) 5-Hydrogen (2R,4S)-2,4-Dimethylpentanedioate,

    J. Prakt. Chem. 1994, 336, 544-546.
  46.  

  47. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 19.
    The Enzyme-catalyzed Sequential Esterification of (±)-anti-2,4-Dimethylglutaric Anhydride. – An Efficient Route to Enantiomerically enriched Mono- and Diesters of anti-2,4-Dimethylglutaric Acid,

    Liebigs Ann. Chem. 1994, 215-217.
  48.  

  49. B. Henkel, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 20.
    Synthesis of (3R,5S)-3-Hydroxy-7-phenyl-6-heptyn-5-olide by an Enantioselective Enzyme-catalyzed Lactonization of a Racemic 3,5-Dihydroxy Ester,

    Tetrahedron: Asymmetry 1994, 5, 17-18.
  50.  

  51. F. Theil, F. Björkling,
    Specificity of Candida antarctica Lipase B (SP 435) in the Presence of Lipase A in a Double Enantioselective Transesterification,
    Biotechnol. Lett. 1993, 15, 605-608.
  52.  

  53. F. Theil, J. Weidner, S. Ballschuh, A. Kunath, H. Schick,
    Kinetic Resolution of Aliphatic 1,2-Diols by a Lipase-Catalyzed Sequential Acetylation,
    Tetrahedron Lett. 1993, 34, 305-306.
  54.  

  55. H. Schick, E. Schrötter, M. Szymanowski, A. Knoll,
    Enzymes in Organic Synthesis, 13.
    Synthesis of Alkyl (±)-2,3-Di-O-acylglycerates and Attempts Directed to Their Conversion into Alkyl (R)-2,3-Di-O-acylglycerates by Enzyme-catalyzed Enantioselective Deacylation Reactions,

    J. Prakt. Chem./Chemiker-Zeitung 1993, 335, 555-560.
  56.  

  57. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 18.
    Lipase-catalyzed Asymmetric Alcoholysis of 3-Substituted Pentanedioic Anhydrides,

    Liebigs Ann. Chem. 1993, 805-808.
  58.  

  59. H. Schick, M. Szymanowski,
    Enzymes in Organic Synthesis, 12.
    Synthesis of (±)-2-O-Benzylglyceric Acid Derivatives for Studies on Enzyme-catalyzed Acylation and Deacylation Reactions,

    J. Prakt. Chem. 1993, 335, 377-380.
  60.  

  61. R. Ozegowski, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis. 17.
    Synthesis of 2,4-Dimethylglutaric Acid Mono Esters via Enzyme-catalyzed Asymmetric Alcoholysis of meso-2,4-Dimethylglutaric Anhydride,

    Tetrahedron: Asymmetry 1993, 4, 695-698.
  62.  

  63. B. Henkel, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis. 16.
    Enzyme-catalyzed Lactonization of Methyl (±)-(E)-3,5-Dihydroxy-7-phenyl-6-heptenoates. – A Comparison of the Behaviour of syn– and anti-Compounds,

    Tetrahedron: Asymmetry 1993, 4, 153-156.
  64.  

  65. H. Schick, E. Schrötter, M. Szymanowski, A. Knoll,
    Enzymes in Organic Synthesis, 15.
    Synthesis of Methyl (S)-(-)-2,3-O-Isopropylideneglycerate Through Enantioselective Enzyme-catalyzed Hydrolysis of Methyl (±)-2,3-O-Isopropylideneglycerate,

    Liebigs Ann. Chem. 1993, 101-103.
  66.  

  67. F. Theil, H. Schick,
    Enantioselective hydrolysis of cyclopentene-1,4-diacetate using a lipase,
    In: Preparative Biotransformations, S. M. Roberts, K. Wiggins, G. Casy (eds.), 1.:5.6, Wiley, 1992.
  68.  

  69. F. Theil, H. Schick,
    Lipase catalysed regioselective acetylation of ethyl α-D-mannopyranoside using pancreatin,
    In: Preparative Biotransformations, S. M. Roberts, K. Wiggins, G. Casy (eds.), 1.:11.1, Wiley, 1992.
  70.  

  71. F. Theil, H. Schick,
    Lipase catalysed esterification of cis-cyclopentene-1,4-diol,
    In: Preparative Biotransformations, S. M. Roberts, K. Wiggins, G. Casy (eds.), 1:9.1, Wiley, 1992.
  72.  

  73. F. Theil, A. Kunath, H. Schick,
    “Double Enantioselection” by a Lipase-catalyzed Transesterification of a meso-Diol with a Racemic Carboxylic Ester,
    Tetrahedron Lett. 1992, 33, 3457-3460.
  74.  

  75. B. Henkel, A. Kunath, H. Schick,
    Enzymes in Organic Synthesis, 11.
    The Enantioselective Lactonization of Methyl 3,5-Dihydroxyalkanoates – An Access to (3R,5S,6E)-3-Hydroxy-7-phenyl-6-hepten-5-olide by Enzyme-catalyzed Kinetic Resolution in Organic Solvents,

    Liebigs Ann. Chem. 1992, 809-811.
  76.  

  77. E. Schrötter, J. Weidner, H. Schick,
    Synthesis of an Enantiomerically Pure Sterol Side Chain Precursor by Enantioselective Reduction of 1,3-Dihydroxy-3-methyl-2-butanone with Baker’s Yeast,
    Liebigs Ann. Chem. 1991, 397-398.
  78.  

  79. J. Weidner, F. Theil, A. Kunath, H. Schick,
    Synthesis of Enantiomerically Pure Prostaglandin Intermediates by Enzymatic Transesterification of (1S*,5R*,6R*,7R*)-(±)-7-Hydroxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one,
    Liebigs Ann. Chem. 1991, 1301-1303.
  80.  

  81. F. Theil, S. Ballschuh, A. Kunath, H. Schick,
    Kinetic Resolution of rac-3-(2-Methylphenoxy)propane-1,2-diol (Mephenesin) by Sequential Lipase-Catalyzed Transesterification,
    Tetrahedron: Asymmetry 1991, 2, 1031-1034.
  82.  

  83. F. Theil, H. Schick, G. Winter, G. Reck,
    Lipase-Catalyzed Transesterification of meso-Cyclopentane Diols,
    Tetrahedron 1991, 47, 7569-7582.
  84.  

  85. F. Theil, H. Schick, D. Weichert, K. Tannenberger, G. Klappach,
    Enzyme-catalyzed Synthesis of (1S,4R)-(-)-4-Hydroxycyclopent-2-enyl Acetate and its (+)-Antipode – an Improved Procedure Using Lipase from Mucor sp.,
    J. Prakt. Chem. 1991, 333, 497-499.
  86.  

  87. A. Knoll, M. Böhme, S. Merker, G. Fabian, B. Häfner, F. Theil,
    Enantioselektive Synthese von (1S,4R)-4-Hydroxycyclopent-2-enylacetat durch enzymkatalysierte Veresterung von cis-Cyclopent-2-en-1,4-diol mit Acetanhydrid. Gaschromatographische Untersuchungen des Reaktionsmechanismus,
    Chimia 1991, 45, 195-198.
  88.  

  89. F. Theil, H. Schick,
    An Improved Procedure for the Regioselective Acetylation of Monosaccharide Derivatives by Pancreatin-Catalyzed Transesterification in Organic Solvents,
    Synthesis 1991, 533-535.
  90.  

  91. F. Theil, H. Schick, M. A. Lapitskaya, K. K. Pivnitsky,
    Investigation of the Pancreatin-Catalyzed Acylation of cis-Cyclopent-2-ene-1,4-diol with Various Trichloroethyl and Vinyl Alkanoates,
    Liebigs Ann. Chem. 1991, 195-200.
  92.  

  93. M. A. Djadchenko, K. K. Pivnitsky, F. Theil, H. Schick,
    Enzymes in Organic Synthesis Part 3.
    Synthesis of Enantiomerically Pure Prostaglandin Intermediates by Enzyme-catalyzed Transesterification of (1SR,2RS,5SR,6RS)-Bicyclo[3.3.0]octane-2,6-diol with Trichloroethyl Acetate in an Organic Solvent,
    J. Chem. Soc. Perkin Trans. 1, 1989, 2001-2002.
  94.  

  95. F. Theil, H. Schick, P. Nedkov, M. Böhme, B. Häfner, S. Schwarz,
    Synthesis of Enantiomerically Pure Prostaglandin Intermediates by Enzymatic Hydrolysis of (1SR,5RS,6RS,7RS)-7-Acetoxy-6-acetoxymethyl-2-oxa-bicyclo[3.3.0]octan-3-one,
    J. Prakt. Chem. 1988, 330, 893-899.
  96.  

  97. F. Theil, S. Ballschuh, H. Schick, M. Haupt, B. Häfner, S. Schwarz,
    Synthesis of (1S,4R)-(-)-4-Hydroxy-2-cyclopentenyl Acetate by a Highly Enantioselective Enzyme-catalyzed Transesterification in Organic Solvents,
    Synthesis 1988, 540-541.
  98.  

  99. S. Schwarz, G. Truckenbrodt, H. Schick, J. Depner,
    Mikrobielle Transformation von Chlorheptan-2-on; Vorläufige Ergebnisse zur Darstellung eines chiralen Phosphoniumsalzes für Prostaglandinsynthesen,
    Z. Chem. 1982, 22, 187-188.
  100.  

  101. S. Schwarz, G. Truckenbrodt, M. Meyer, R. Zepter, G. Weber, C. Carl, M. Wentzke, H. Schick, H.-P. Welzel,
    Mikrobielle Reduktion 2,2-disubstituierter Cyclopentan-1,3-dione. Darstellung chiraler Cyclopentanderivate für die Synthese von 8-Methylprostaglandinen,
    J. Prakt. Chem. 1981, 323, 729-736.