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CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of (4R,6S,7S)-Serricomin

  • Jörg Fleischhauer EMAIL logo , Sven Gabriel , Dieter Enders and Axe Wollmer
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 56 Issue 12

Abstract

The absolute configuration of the conformationally flexible (4R,6S,7S)-serricornin, a non­ natural isomer of the female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), was determined by comparison of measured and calculated circular dichroism spectra. The rotational strengths were calculated by means of the semiempirical CNDO/2S-method. The total synthesis was accomplished by the SAMP/RAMP-hydrazone method.

Keywords: Serricornin; CD Spectra; Absolute Configuration
Received: 2001-7-26
Published Online: 2014-6-2
Published in Print: 2001-12-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Neue Oxogermanate(IV) der schweren Alkalimetalle. Synthesen und Kristallstrukturen/New Oxogermanates(IV) of the Heavy Alkaline Metals. Preparation and Crystal Structure
  2. Thiolate Complexes of Gold(I) Based on a Tris(phosphine) Support
  3. New Coordination Compounds Derived from Nitrone Ligands: Copper(II) Complexes with 8-Hydroxyquinoline-2-carbaldehyde- and Pyridine-2-carbaldehyde-N-methylnitrones
  4. Metallkomplexe mit biologisch wichtigen Liganden, CXL. Halbsandwich-Komplexe von Ruthenium(II), Rhodium(III), Iridium(III) sowie Palladium(II)-und Platin(II)-Komplexe mit N,O-Chelaten von Fluor-und Thiophen-haltigen α-Aminosäuren/Metal Complexes of Biologically Important Ligands, CXL. Halfsandwich Complexes of Ruthenium(II), Rhodium(III), Iridium(III) and Palladium(II), Platinum(II) Complexes with N, O-Chelates of Fluorine and Thiophene Containing α-Amino Acids
  5. Ternary Rare Earth and Uranium Nickel Arsenides Ln2NiAs2 (Ln = Tb -Yb), LnNiAs (Ln = La -Nd, Sm, Gd, Dy -Yb), and UNiAs
  6. Borane Activators for Nickel Catalysts for Olefin Polymerization
  7. Carbonyl(diphenylcyclopentadienyl)-und Carbonyl(tetraphenylcyclopentadienyl)rhodium(I) Komplexe/Carbonyl(diphenylcyclopentadienyl)-and Carbonyl(tetraphenylcyclopentadienyl)rhodium(I) Complexes
  8. Synthesis, Characterization and Molecular Structure of 2-Pyridyl-formamide N(4)-Dimethylthiosemicarbazone and Some Five-Coordinated Zinc(II) and Cadmium(II) Complexes
  9. Effect of a Thermal Treatment on the Activity of Carbon-Supported Pt, Pt+W and Pt+Mo Electrocatalysts for Methanol Oxidation Reactions
  10. The Synthesis and Crystal Structure of a Dinuclear μ-Pyrazolato-N,N'-Bridged Dinickel(II) Complex of 1,3-Bis(2-hydroxy-4-methoxybenzylideneamino)propan-2-ol
  11. Improved Synthetic Route to Unsymmetrically Substituted Phosphinimino-phosphonium Salts. Crystal Structure of Tri-n-butyl- [tris(diethylamino)phosphinimino]phosphonium Chloride
  12. Na2ZrSe3, ein neues Chalcogenometallat(IV) mit Schichtstruktur/Na2ZrSe3, a New Chalcogenometallate(IV) with a Layered Structure
  13. Bildung und Struktur von Tris(diphenylstibino)amin/Formation and Structure of Tris(diphenylstibino)amine
  14. Synthese und Struktur oxoverbrückter, M(CO)5 geschützter Hexa-Germanium-Käfigverbindungen /Synthesis and Structure of Oxo-Bridged, M (CO)5 Protected Hexagermanium Cage Compounds
  15. The Gold Sulfates MAu(S04)2 (M = Na, K, Rb)
  16. CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of (4R,6S,7S)-Serricomin
  17. Electrolysis of Tetrakis(4-N,N-dimethylammophenyl)methane -Fragmentation of a Tetraarylmethane under Oxidative Conditions
  18. The Chemical Evolution of a Nitrogenase Model, XXIY. Correlational Analysis of Effects of Organic Acids on in vitro MoFe-Protein Substrate Reduction Activities
  19. Elektrostatische Aktivierung der SNAr-Reaktivität durch Sulfonyloniosubstituenten/Electrostatic Activation of SNAr-Reactivity by Sulfonylonio Substituents
  20. Formation and Crystal Structure of Polymeric (MeTeCl3)n
  21. N-Ferrocenyl Amines Bearing Boryl and Silyl Substituents at the Nitrogen Atom, Studied by 57Fe NMR Spectroscopy
  22. DFT Calculations of the Structures and IR Frequencies of the Anionic Fulminate Complexes [Co(CNO)6]3-, [Ni(CNO)4]2-, [Zn(CNO)4]2-, [Pt(CNO)4]2-, [Au(CNO)2]- and [Hg(CNO)4]2-
  23. Authors Index
https://doi.org/10.1515/znb-2001-1216
Keywords for this article
Serricornin; CD Spectra; Absolute Configuration

Articles in the same Issue

  1. Neue Oxogermanate(IV) der schweren Alkalimetalle. Synthesen und Kristallstrukturen/New Oxogermanates(IV) of the Heavy Alkaline Metals. Preparation and Crystal Structure
  2. Thiolate Complexes of Gold(I) Based on a Tris(phosphine) Support
  3. New Coordination Compounds Derived from Nitrone Ligands: Copper(II) Complexes with 8-Hydroxyquinoline-2-carbaldehyde- and Pyridine-2-carbaldehyde-N-methylnitrones
  4. Metallkomplexe mit biologisch wichtigen Liganden, CXL. Halbsandwich-Komplexe von Ruthenium(II), Rhodium(III), Iridium(III) sowie Palladium(II)-und Platin(II)-Komplexe mit N,O-Chelaten von Fluor-und Thiophen-haltigen α-Aminosäuren/Metal Complexes of Biologically Important Ligands, CXL. Halfsandwich Complexes of Ruthenium(II), Rhodium(III), Iridium(III) and Palladium(II), Platinum(II) Complexes with N, O-Chelates of Fluorine and Thiophene Containing α-Amino Acids
  5. Ternary Rare Earth and Uranium Nickel Arsenides Ln2NiAs2 (Ln = Tb -Yb), LnNiAs (Ln = La -Nd, Sm, Gd, Dy -Yb), and UNiAs
  6. Borane Activators for Nickel Catalysts for Olefin Polymerization
  7. Carbonyl(diphenylcyclopentadienyl)-und Carbonyl(tetraphenylcyclopentadienyl)rhodium(I) Komplexe/Carbonyl(diphenylcyclopentadienyl)-and Carbonyl(tetraphenylcyclopentadienyl)rhodium(I) Complexes
  8. Synthesis, Characterization and Molecular Structure of 2-Pyridyl-formamide N(4)-Dimethylthiosemicarbazone and Some Five-Coordinated Zinc(II) and Cadmium(II) Complexes
  9. Effect of a Thermal Treatment on the Activity of Carbon-Supported Pt, Pt+W and Pt+Mo Electrocatalysts for Methanol Oxidation Reactions
  10. The Synthesis and Crystal Structure of a Dinuclear μ-Pyrazolato-N,N'-Bridged Dinickel(II) Complex of 1,3-Bis(2-hydroxy-4-methoxybenzylideneamino)propan-2-ol
  11. Improved Synthetic Route to Unsymmetrically Substituted Phosphinimino-phosphonium Salts. Crystal Structure of Tri-n-butyl- [tris(diethylamino)phosphinimino]phosphonium Chloride
  12. Na2ZrSe3, ein neues Chalcogenometallat(IV) mit Schichtstruktur/Na2ZrSe3, a New Chalcogenometallate(IV) with a Layered Structure
  13. Bildung und Struktur von Tris(diphenylstibino)amin/Formation and Structure of Tris(diphenylstibino)amine
  14. Synthese und Struktur oxoverbrückter, M(CO)5 geschützter Hexa-Germanium-Käfigverbindungen /Synthesis and Structure of Oxo-Bridged, M (CO)5 Protected Hexagermanium Cage Compounds
  15. The Gold Sulfates MAu(S04)2 (M = Na, K, Rb)
  16. CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of (4R,6S,7S)-Serricomin
  17. Electrolysis of Tetrakis(4-N,N-dimethylammophenyl)methane -Fragmentation of a Tetraarylmethane under Oxidative Conditions
  18. The Chemical Evolution of a Nitrogenase Model, XXIY. Correlational Analysis of Effects of Organic Acids on in vitro MoFe-Protein Substrate Reduction Activities
  19. Elektrostatische Aktivierung der SNAr-Reaktivität durch Sulfonyloniosubstituenten/Electrostatic Activation of SNAr-Reactivity by Sulfonylonio Substituents
  20. Formation and Crystal Structure of Polymeric (MeTeCl3)n
  21. N-Ferrocenyl Amines Bearing Boryl and Silyl Substituents at the Nitrogen Atom, Studied by 57Fe NMR Spectroscopy
  22. DFT Calculations of the Structures and IR Frequencies of the Anionic Fulminate Complexes [Co(CNO)6]3-, [Ni(CNO)4]2-, [Zn(CNO)4]2-, [Pt(CNO)4]2-, [Au(CNO)2]- and [Hg(CNO)4]2-
  23. Authors Index
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