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  • Organic Chemistry  (13)
  • Carbohydrates
  • Optical activity
  • 1985-1989  (6)
  • 1975-1979  (7)
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  • 1
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, XIII. Darstellung und Cycloadditionsreaktionen kationischer Schwefeldiimide (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 453-461 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chemistry of Reactive Cations Derived from Sulfur Dioxide Analogues, XIII. - Preparation and Cycloaddition Reactions of Cationic Sulfur DiimidesTwo types of unsymmetrically substituted cationic sulfur diimides (1 and 2) have been synthetized. Diels-Alder reactions with 1 and 2 proceed regiospecifically in accordance with earlier hypotheses5,6).
    Notes: Es wurden zwei Typen von unsymmetrisch substituierten kationischen Schwefeldiimiden (1 und 2) synthetisiert. Diels-Alder-Reaktionen mit 1 und 2 erfolgen regiospezifisch, in Übereinstimmung mit früheren Vorstellungen5,6).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850304
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  • 2
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, XII. Stereochemie der Heterometathesereaktion mit cyclischen Sulfoxiden  -  Turnstile-Rotation in den intermediären σ-Sulfuranen (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 72-77 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chemistry of Reactive Cations Derived from Sulfur Dioxide Analogues, XII.  -  Stereochemistry of the Heterometathesis with Cyclic Sulfoxides  -  Turnstile Rotation in the Intermediate σ-SulfuranesIn the heterometathesis of cyclic sulfoxides with N-Methyl-N-sulfinylmethanaminium tetrafluoroborate (1a), both diastereomers yield the same product, in each case, the reactions proceed with retention or inversion, respectively. This behavior is explained by turnstile rotations in the intermediate σ-sulfuranes, the most stable form of which are observed in the NMR spectra.
    Notes: Bei der Heterometathesereaktion cyclischer Sulfoxide mit N-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (1a) geben jeweils beide Diastereomere dasselbe Produkt - unter Retention bzw. Inversion der Konfiguration. Zur Erklärung wird Turnstile-Rotation in den σ-Sulfuran-Zwischenprodukten zur stabilsten (im NMR-Spektrum nachweisbaren) Form angenommen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850109
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  • 3
    Electronic Resource
    Electronic Resource
    Polyhydroxyamine via Diensynthese mit Nitrosoverbindungen, X. trans-5,6-Dimethoxy-1,3-cyclohexadien als Edukt bei der Synthese von Vorstufen optisch aktiver Streptamine (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1360-1367 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, X. - trans-5,6-Dimethoxy-1,3-cyclohexadiene as Educt for the Synthesis of Optically Active Streptamine PrecursorsThe synthesis and Diels-Alder reactions of the title compound 3 with α-chloronitroso compounds (4, 7) are described. Reaction with the androstane derivative 7 leads highly stereoselectively to the adduct (+)-5a. The enantiomeric excess of this product was determined using several methods, the advantages and disadvantages of which are described.
    Notes: Die Darstellung und Diels-Alder-Reaktionen der Titelverbindung 3 mit α-Chlornitrosoverbindungen (4, 7) werden beschrieben. Bei Verwendung des Androstanderivats 7 erhält man hochstereoselektiv das Addukt (+)-5a, dessen optische Reinheit nach verschiedenen Verfahren vergleichend bestimmt wird.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619860806
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  • 4
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, XV. Umsetzung mit Keteniminen (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 527-529 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chemistry of Reactive Cations Derived from Sulfur Dioxide Analogues, XV. - Reaction with KeteniminesThe reaction of the cationic N-sulfinylamine 1 with ketenimines 2 leads to four-membered heterocycles 7 which can be hydrolyzed under basic conditions to give the corresponding amidines 8.
    Notes: N-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (1) setzt sich mit Keteniminen 2 zu 1,2-Thiazetidiniumsalzen 7 um, die sich basisch zu den entsprechenden Amidinen 8 hydrolysieren lassen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870369
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  • 5
    Electronic Resource
    Electronic Resource
    Aliphatische a-substituierte Nitrosoverbindungen, III. Zur Photochemie von 2-Chlor-2-nitroso- und 3-Chlor-3-nitroso-p-menthan (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 905-913 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Aliphatic a-Substituted Nitroso Compounds, III. - Photochemistry of 2-Chloro-2-nitroso- and 3-Chloro-3-nitroso-p-methaneThe diastereomeric 2-chloro-2-nitroso- and 3-chloro-3-nitroso-p-menthanes epimerize during photolysis. This result, together with the evaluation of the quantum yields of the photoreactions and the detection of an intermediate aminyl oxide, place our concept of the mechanism of photolysis of geminally substituted nitroso compounds on a firmer footing.The products of the polyphosphoric acid cyclization of the 2-(o-iodophenylacetyl)malonate 3 have been reinvestigated and their structures revised. The reaction proceeds with loss of iodine, presumably forming 7, which is oxidized to 8 (instead of 5) followed by dehydration to 11 (instead of 2) and equilibration to hydroquinone 10 (instead of 6).
    Notes: Die diastereomeren 2-Chlor-2-nitroso- und 3-Chlor-3-nitroso-p-menthane epimerisieren während der Photolyse. Dieses Ergebnis, die Auswertung der Quantenausbeuten der Photoreaktionen und der Nachweis eines intermediären Aminyloxids verfeinern die früheren Aussagen über den Mechanismus der Photolyse von geminal substituierten Nitrosoverbindungen.Die durch Polyphosphorsäure-Cyclisierung des 2-(o-Iodphenylacetyl)malonsäureesters 3 erhaltenen Produkte wurden erneut untersucht und ihre Strukturen korrigiert. Vermutlich ergibt Iodabspaltung zunächst 7, und nachfolgende Oxidation 8 (statt 5). Verbindung 8 wird zu 11 (statt 2) de-hydratisiert. 11 steht mit 10 (statt 6) im Gleichgewicht.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790620
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  • 6
    Electronic Resource
    Electronic Resource
    Polyhydroxyamine via Diensynthese mit Nitrosoverbindungen, XI. Konfigurationsbestimmung des (1R,4S)-2-Oxa-3-azabicyclo[2.2.2]oct-5-ens (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 1129-1130 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, XI. - Determination of the Configuration of (1R,4S)-2-Oxa-3-azabicyclo[2.2.2]oct-5-eneThe (1R,4S) configuration was determined for the title compound 1 by its degradation to the L-glutamic acid derivative 6.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870887
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  • 7
    Electronic Resource
    Electronic Resource
    Kurzmitteilung/Short Communication Syntheses and Reactions of 1,7-Bis(tosyl) Trisulfur Tetranitride (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 605-606 
    Details
    ISSN: 0170-2041
    Keywords: Sulfur nitrides ; Sulfur diimides ; Heterometathesis ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The syntheses and reactions of the new trisulfur tetranitride 6, an oligomeric analogue of polysulfur nitride, is reported.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1989198901108
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  • 8
    Electronic Resource
    Electronic Resource
    Kreuzbeziehungen von Substituenteneinflüssen bei der Claisen-Umlagerung (1975)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1975 (1975), S. 1733-1743 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cross-correlations for the Influence of Substituents in the Claisen RearrangementThe kinetics of the Claisen rearrangement of trans-cinnamyl aryl ethers 1 with substituents OR both benzene rings has been investigated. The rates follow the simple Hammett equation only for compounds substituted in the cinnamyl group.
    Notes: Die Kinetik der Claisen-Umlagerung von trans-Cinnamylaryläthern 1, die an beiden Benzolkernen substituiert sind, wurde untersucht. Einfache Hammett-Beziehungen ergeben sich nur für die Umlagerungsgeschwindigkeiten bei Variation des Substituenten am Cinnamylrest.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197519751002
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  • 9
    Electronic Resource
    Electronic Resource
    Die Isopropylgruppe als stereochemische Sonde; 13C-NMR-Untersuchungen an Menthan- und Isomenthanderivaten (1978)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1978 (1978), S. 87-97 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Isopropyl Group as a Stereochemical Probe; C-NMR Investigations of Menthane- and Isomenthane DerivativesThe 13C-NMR spectra of 22 menthane and isomenthane derivatives are reported. The influence of substituents on the chemical shifts of the ring carbon atoms is discussed. The chemical shifts of the signals of the (CH3)2C8H - C4H(CH2-)2 fragment depend strongly on the position of the rotamer equilibrium around the C8-C4-bond. Hence the isopropyl group can be used as a probe for differentiation between constitutional and stereoisomeric cyclohexane derivatives as well as for the estimation of conformational equilibria.
    Notes: Die 13C-NMR-Spektren von 22 Menthan- und Isomenthanderivaten werden interpretiert, und der Substituenteneinfluß auf die 13C-chemische Verschiebung der Gerüst-C-Atome wird diskutiert. Es zeigt sich, daß die Verschiebungen der Signale des Fragments (CH3)2C8H - C4H(CH2-)2 stark von der Lage des Rotamerengleichgewichts um die C8-C4-Bindung abhängen. Die Isopropylgruppe kann daher als Sonde zur Unterscheidung von konstitutions-und stereoisomeren Cyclohexanderivaten sowie zur Abschätzung von Konformationsgleichgewichten benutzt werden.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197819780111
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  • 10
    Electronic Resource
    Electronic Resource
    Aliphatische α-substituierte Nitrosoverbindungen, II. Zur Chemie und Stereochemie einiger α-Chlornitrosoterpene (1975)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1975 (1975), S. 1009-1017 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Aliphatic α-Substituted Nitroso Compounds, II. - Chemistry and Stereochemistry of Some α-Chloro Nitroso TerpenesDiastereomeric α-chloro nitroso compounds derived from carvomenthone, 3-methylcyclo- hexanone, fenchone and camphor have been synthesized. Their stereochemistry is discussed in terms of 1H-NMR and CD data.
    Notes: Diastereomere α-Chlornitrosoverbindungen, die sich von Carvomenthon, 3-Methylcyclo- hexanon, Fenchon und Campher ableiten, werden dargestellt und einige ihrer Umsetzungen untersucht. Die Stereochemie der Verbindungen, erschlossen aus ihren 1H-NMR- und CD- Spektren, wird diskutiert.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197519750518
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