Organisch-Chemisches Institut	Tel. (0251) 83-33210 Fax: (0251) 83-39772 e-mail: orgchem@uni-muenster.de www: uni-muenster.de/Chemie.oc/
Corrensstrasse 40 48149 Münster Geschäftsführender Direktor: Prof. Dr. Stefan Grimme
Forschungsschwerpunkte 2003 - 2004    zurück    weiter

Prof. Dr. Günter Haufe Preparative organic and bioorganic chemistry   Preparative organic and bioorganic chemistry: Methods of selective halogenations, esp. fluorinations, selective syntheses of fluorinated analogues of natural products, enzymatic methods in organic synthesis, biotransformations with microorganisms, chemistry of aliphatic and alicyclic compounds (including terpenes), synthesis and reactions of medium-sized rings-transannular reactivity. Funding: Deutsche Forschungsgemeinschaft, European Graduate College "Template Directed Chemical Synthesis", Sonderforschungsbereich 424 "Molekulare Orientierung als Funktionskriterium in chemischen Systemen", NRW Graduate School of Chemistry, Fonds der Chemischen Industrie, DAAD, Merck KGaA. Publications: K. Hegemann, H. Schimanski, U. Höweler and G. Haufe, "Selectivity of Candida rugosa Lipase in Simultaneous Separation of Skeletal Isomers, Desymmetrization, and Kinetic Racemate Cleavage of 9-Oxabicyclononanediols", Tetrahedron Lett. 2003, 44, 2225-2229. M. Essers, T. Ernet and G. Haufe, "Enantioselective Diels-Alder Reaction of a-Fluorinated a,ß-Unsaturated Carbonyl Compounds. Part 5. Chemical Consequences of Fluorine Substitution", J. Fluorine Chem. 2003, 121, 163-170. G. Haufe and D. Wölker, "Blocking Fluorine Substitution in Biotransformation of Nortricyclanyl N-Phenylcarbamates with Beauveria bassiana", Eur. J. Org. Chem. 2003, 2159-2165. G. Haufe, S. Pietz, D. Wölker and R. Fröhlich, "Synthesis of Fluorinated Cycloalkyl N-Phenylcarbamates and Their Microbial Defluorination/Oxygenation by Beauveria bassiana", Eur. J. Org. Chem. 2003, 2166-2175. M. Marhold, A. Buer, H. Hiemstra, J. H. van Maarseveen and G. Haufe, "Synthesis of Vinyl Fluorides by Ring-closing Metathesis", Tetrahedron Lett. 2004, 45, 57-60. T. C. Rosen, E. De Clercq, J. Balzarini and G. Haufe, "Synthesis and Antiviral Activity of Monofluorinated Cyclopropanoid Nucleosides", Org. Biomol. Chem. 2004, 2, 229-237. S. Yoshida, O. G. J. Meyer, T. C. Rosen, G. Haufe, S. Ye, M. J. Sloan and K. L. Kirk, "Fluorinated Phenylcyclopropylamines: Part 1. Synthesis and Effect of Fluorine Substitution at the Cyclopropane Ring on Inhibition of Microbial Tyramine Oxidase", J. Med. Chem. 2004, 47, 1796-1806. K. Hegemann, R. Fröhlich and G. Haufe, "Synthesis of Enantiopure 9-Oxabicyclo-nonanediol Derivatives by Lipase-catalyzed Transformations", Eur. J. Org. Chem. 2004, 2181-2192. S. Yoshida, T. C. Rosen, O. G. J. Meyer, S. Ye, M. J. Sloan, G. Haufe and K. L. Kirk, "Fluorinated Phenylcyclopropylamines: Part 3. Inhibition of Monoamine Oxidases A and B", Bioorg. Med. Chem. 2004, 12, 2645-2652. G. Haufe, "Regio- and Stereoselective Synthesis of Vicinal Fluorohydrins", J. Fluorine Chem. 2004, 125, 875-894. T. C. Rosen, S. Yoshida, K. L. Kirk and G. Haufe, "Fluorinated Phenylcyclopropyl-amines as Inhibitors of Monoamine Oxidases", ChemBioChem. 2004, 5, 1033-1043. I. Hyla-Kryspin, G. Haufe and S. Grimme, "Weak Hydrogen Bridges: A Systematic Theoretical Study on the Nature and Strength of C-HúúúF-C Interactions", Chem. Eur. J. 2004, 10, 3411-3422. S. Behr, K. Hegemann, H. Schimanski, R. Fröhlich and G. Haufe, "Synthesis of -Lactones from Cycloocta-1,5-diene - Starting Materials for Natural Product Synthesis", Eur. J. Org. Chem. 2004, 3884-3892. J. Walkowiak, G. Haufe and H. Koroniak, "New Application of 1,1,3,3,3-Pentafluoropropyl-diethylamine Adduct (PFPDEA) as Fluorinating Agent. Synthesis of 3,3,3-Trifluoropropionates of Vicinal Fluorohydrins", Polish J. Chem. 2004, 78, 1777-1784. T. C. Rosen, S. Yoshida, R. Fröhlich, K. L. Kirk and G. Haufe, "Fluorinated Phenylcyclopropylamines: Part 2. Effects of Aromatic Ring Substitution and Absolute Configuration on Inhibition of Microbial Tyramine Oxidase", J. Med. Chem. 2004, 47, 5860-5871. D. M. Shendage, R. Fröhlich and G. Haufe, "Highly Efficient Stereoconservative Amidation and Deamidation of -Amino Acids", Org. Lett. 2004, 6, 3675-3678. Dissertations: Thomas C. Rosen: "Monofluorierte, naturstoffanaloge Cyclopropane. Synthesen, Struktur und biologische Eigenschaften" Susanne Wiehle: "Synthese und Oberflächenverhalten langkettiger vicinal difunktionalisierter Carbonsäureester" Sandra Behr: "Strategien in der Naturstoffsynthese: Darstellung von Vorstufen zu 16,19-cis-Murisolin und anderen Naturstoffen ausgehend von (1Z,5Z)-Cyclooctadien" Michael Marhold: "Ringschlußmetathese von Vinylfluoriden als Schlüsselschritt zu monofluorierten Heterocyclen und Alkaloidvorläufern" Deepak M. Shendage: "Monofluorinated a-Amino Acids: Synthesis, Structure and Biological Properties"