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. Dieter Hoppe Carbanionic chemistry and enantioselective synthesis   Carbanionic chemistry and enantioselective synthesis: Development of new methods in enantioselective synthesis; chiral 1-oxy-allyl, -benzyl, and -alkyl anions; homoaldol reaction; chiral recognition by bases; synthesis of dipeptide isosteres and other potentially biologically active compounds, N-Sulfonyl-1,3-oxazolidines as chiral templates, synthesis and reactions of chiral allenes. Funding: Fonds der Chemischen Industrie, Deutsche Forschungsgemeinschaft, Sonderforschungsbereich 424 "Molekulare Orientierung als Funktionskriterium in chemischen Systemen", Internationales Graduiertenkolleg "Template Directed Chemical Synthesis", NRW Graduate School of Chemistry, Alexander von Humboldt-Stiftung. Publications: E.-U. Würthwein, D. Hoppe, "Enantioselective Deprotonation of O-Alkyl and O-Alk-2-enyl Carbamates in the Presence of (-.)Sparteine and ()-α-Isosparteine. A Theoretical Study", J. Org. Chem. 2005, manuscript submitted. N. Gudimalla, R. Fröhlich, D. Hoppe, "A Simple and Practical Approach to α-Halo- and α-Phenylthio-α,β-Enones", Synthesis 2005, in press. W. Zeng, R. Fröhlich, D. Hoppe, "Enantioselective (Sparteine-Mediated Deprotonation of Geranyl and Neryl N,N-Diisopropylcarbamate: Configurational Stability of the Intermediate Lithium Compounds", Tetrahedron 2005, in press. E. Beckmann, D. Hoppe, "Synthesis of an Enantioenriched α-Carbamoyloxy-crotylboronate and its Homoaldol Reaction with Aldehydes", Synthesis 2005, 217-222. N. Gudimalla, R. Fröhlich, D. Hoppe, "Stereoselective Synthesis of Baylis-Hillman-Type Adducts via Allenolates Generated by Acyl Migration", Org. Lett. 2004, 6, 4005-4008. M. Montserrat Martinez, D. Hoppe, "Enantioselective Total Synthesis of ()-α-Kainic Acid", Org. Lett. 2004, 6, 3743-3746. E. Beckmann, V. Desai, D. Hoppe, "Stereospecific Reaction of α-Carbamoyloxy-2-alkenylboronates and α-Carbamoyloxy-alkylboronates with Grignard Reagents Synthesis of Highly Enantioenriched Secondary Alcohols", Synlett 2004, 2275-2280. M. Özlügedik, J. Kristensen, J. Reuber, R. Fröhlich, D. Hoppe, "Stereoselective Synthesis of Highly Substituted Bicyclic γ-Lactones Using Homoaldol Addition of 1-(1-Cycloalkenyl)methyl Carbamates", Synthesis 2004, 2303-2316. R. Kalkofen, S. Brandau, B. Wibbeling; D. Hoppe, "Simultaneous Enolate Generation and Hydroxy Group Activation by Acyl Migration - Synthesis of Stereohomogeneous Cyclopropane Carboxaldehydes and Acylcyclopropanes by Cycloalkylation of 4-Hydroxy-1-alkenyl Carbamates", Angew. Chem. 2004, 116, 6836-6838; Angew. Chem. Int. Ed. 2004, 43, 6667-6669. M. Zimmermann, B. Wibbeling, D. Hoppe, "Synthesis of Enantiomerically and Diastereomerically Pure 4-Hydroxy-1,2-alkadienyl Carbamates and Their Application in a Modified Nazarov Cyclization Towards Chiral Cyclopentenones", Synthesis 2004, 765-774. J. Reuber, R. Fröhlich, D. Hoppe, "Highly Enantioenriched Homoenolate Reagents by Asymmetric γ-Deprotonation of Achiral 1-Silyl-Substituted 1-Alkenyl Carbamates", Org. Lett. 2004, 6, 783-786. M. Seppi, R. Kalkofen, J. Reupohl, R. Fröhlich, D. Hoppe, "Highly Enantiomerically Enriched Ketone Homoenolate Reagents Prepared by (-Sparteine-Mediated Deprotonation of Achiral 1-Alkenyl Carbamates", Angew. Chem. Int. Ed. 2004, 43, 1423-1427; "Hoch enantiomerenangereicherte Keton-Homoenolat-Reagenzien durch (-Spartein-vermittelte γ-Deprotonierung von achiralen 1-Alkenylcarbamaten", Angew. Chem. 2004, 116, 1447-1451. G. Christoph, D. Hoppe, "Asymmetric Deprotonation with Alkyllithium/()-Sparteine", Review in The Chemistry of Functional Groups Part 1 (Eds. Z. Rappoport, I. Marek), 2004, Wiley & Sons, 1058-1164. C. Schultz-Fademrecht, M. Zimmermann, R. Fröhlich, D. Hoppe, "Synthesis of Enantiopure 2,5-Dihydro-3-iodofurans and Substituted 3-Iodofurans by Iodocyclization of 4-Hydroxy-1,2-alkadienyl Carbamates", Synlett 2003, 1969-1972. G. Gralla, B. Wibbeling, D. Hoppe, "Synthesis of 2-Alkylidene-cycloalkane-1,3-diols via Enantioselective Intramolecular Carbolithiation", Tetrahedron Lett. 2003, 44, 8979-8982. F. Marr, M. Brüggemann, D. Hoppe, "α-Oxy-Substituted Lithium Carbanions", Review in Topics in Organometallic Chemistry (Ed. D. M. Hodgson), 2003, Springer-Verlag, 61-138. Dissertations: J. Reuber: "Asymmetrische γ-Deprotonierung von 1-Silyl-substituierten 1-Alkenylcarbamaten", Münster 2004. M. Kauch: "Entwicklung und Anwendung einer neuen Phenol-Aktivierungsgruppe für die gerichtete Aromatenmetallierung: Regio- und stereoselektive Synthese substituierter Biaryle über C-lithiierte Zwischenstufen", Münster 2004. S. Brandau: "Enantioselektive Substitution und Cyclisierung von Allyl- und Dienylcarbamaten", Münster 2004. W. Zeng: "Enantioselective Deprotonation of Geranyl and Neryl Carbamates: Studies on Configurational Stability and Application in Asymmetric Homoaldol Reaction", Münster 2004. N. Gudimalla: "Stereoselective Synthesis of Baylis-Hillman-Type Adducts via Allenolates", Münster 2004. G. Gralla: "Enantioselektive intramolekulare Carbolithiierung von Alkinyl-1,ω-dicarbamaten - Synthese vier- bis sechsgliedriger Carbocyclen", Münster 2003.