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  • Organic Chemistry  (25)
  • Optical activity
  • 1980-1984  (18)
  • 1975-1979  (7)
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  • 1
    Electronic Resource
    Electronic Resource
    Polyhydroxyamine via Diensynthese mit Nitrosoverbindungen, IX. trans-6-Azido-1,3-cyclohexadien-5-ol als Edukt bei der Synthese von Kondurdiamin- und Streptaminisomeren (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 203-212 
    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, IX.  -  trans-6-Azido-1,3-cyclohexadien-5-ol as educt for the Synthesis of Kondurodiamine and Streptamine IsomersThe diaminodideoxykonduritols 8a, 8b, and 9 as well as the analogs 10 and 11 of Streptamine have been synthesized starting with O,N-5,6-disubstituted cyclohexadienes.
    Notes: Die Diaminodidesoxykondurite 8a, 8b und 9 sowie die Streptaminanalogen 10 und 11 werden ausgehend von O,N-5,6-disubstituierten Cyclohexadienen synthetisiert.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840202
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  • 2
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, X. Umsetzung mit aromatischen Carbodiimiden - Darstellung von Benzothiadiazinen (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 904-910 
    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, X. - Reaction with Aromatic carbodiimides - Synthesis of BenzothiadiazinesDiphenyl- and bis(4-methoxyphenyl)carbodiimide react with N-methyl-N-sulfinylmethanaminium tetrafluoroborate (2) to give benzothiadiazine 1-oxides 3. The structure of the substituted compound 3a was determined, the course of the complex reaction is discussed.
    Notes: Diphenyl- und Bis(4-methoxyphenyl)carbodiimid reagieren mit N-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (2) unter Bildung von Benzothiadiazin-1-oxiden 3. Die Struktur der substituierten Verbindung 3a wurde bestimmt, der Verlauf der komplexen Reaktion wird diskutiert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840509
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  • 3
    Electronic Resource
    Electronic Resource
    Notiz zur Reaktion von Oxepin mit Nitrosoverbindungen (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1630-1631 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Note on the Reaction of Oxepin with Nitroso CompoundsOxepin (2) and p-chloronitrosobenzene (1) react to give the nitrone 3.
    Notes: Oxepin (2) gibt mit p-Chlornitrosobenzol (1) das Nitron 3.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801019
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  • 4
    Electronic Resource
    Electronic Resource
    Zur Chemie der Schwefeldiimide, 8. En-Reaktionen mit Schwefeldiimiden  -  Struktur der En-Komponente und Reaktivität bei der Umsetzung mit Ditosylschwefeldiimid (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 629-649 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Sulfur Diimides, 81).  -  Ene Reactions with Sulfur Diimides  -  Structure of the Ene Components and Reactivity in the Reaction with Ditosyl Sulfur DiimideN,N)′-Ditosyl sulfur diimide (1) is an exceptionally reactive enophilic compound. Its reactions with many allylic derivatives give sulfinamidines 3 or  -  by sigmatropic rearrangements of 3  -  diamino sulfane derivatives 4, respectively, in good yields. Conclusions concerning relative reactivities of the ene compounds and the regio- and stereoselectivity of the reaction sequence are drawn from the results of the NMR spectrometric investigation of the reactions.
    Notes: N,N)′-Ditosylschwefeldiimid (1) ist ein außerordentlich reaktives Enophil, dessen Umsetzung mit einer großen Anzahl von Propenderivaten 2 in guter Ausbeute die Sulfinamidine 3 oder durch deren sigmatrope Umlagerung die Diaminosulfanderivate 4 liefert. Die 1H-NMR-spektrometrischen Untersuchungen dieser Umsetzungen erlauben Aussagen über die relativen Reaktivitäten der En-Komponenten und die Regio- und Stereoselektivität der Reaktionsfolge.
    Additional Material: 9 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800415
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  • 5
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, III. N-Methyl-N-sulfinylmethanaminiumsalze  -  Darstellung und Cycloadditionen mit Dienen sowie Diazomethan (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 58-64 
    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, III1).  -  N-Methyl-N-sulfinylmethanaminium Salts  -  Preparation and Cycloaddition Reactions with Dienes and DiazomethaneN-Sulfinylmethylamine is N-alkylated by oxonium salts. Reaction of the imonium slats (CH3)2)N⊕ = S = O X⊖ (3a and 4) thus prepared with dienes proceeds by 1,4-addition of the N = S group with formation of the thiazinium compounds 6 and 7. Diazomethane reacts with imonium salts 4 to give aziridinium salt 11.
    Notes: N-Sulfinylmethylamin kann mit Oxoniumsalzen am N-Atom alkyliert werden. Die Umsetzung der so dargestellten Imoniumsalze (CH3)2N⊕ S = O X⊖ (3a und 4) mit Dienen erfolgt unter 1,4-Addition der N = S-Gruppierung zu den Thiaziniumverbindungen 6 und 7. Diazomethan reagiert mit dem Imoniumsalz 4 zum Aziridiniumsalz 11.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810111
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  • 6
    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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  • 7
    Electronic Resource
    Electronic Resource
    Reaktionen von N-Sulfinylverbindungen, XV. Synthese von 2-Alkensulfinamiden  -  Struktur-Reaktivitäts-Beziehungen für N-Sulfinylverbindungen als Enophile (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 545-563 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of N-Sulfinyl Compounds, XV1).  -  Synthesis of 2-Alkenesulfinic Acid Amides  -  Structure-Reactivity Relationships for N-Sulfinyl Compounds as EnophilesThe reactivity of N-sulfinyl compounds R6NSO 2 in ene-reactions shows a large variation depending on the nature of the group R6. Haloalkanesulfonamide derivatives react even with very unreactive alkenes. The scope of this method for the synthesis of sulfinic acid amides and the side reactions are discussed.
    Notes: Je nach Art der Gruppe R6 variiert die Reaktivität von N-Sulfinylverbindungen R6NSO 2 bei der En-Reaktion in weiten Grenzen; mit Halogenalkansulfonamidderivaten sind sogar sehr wenig reaktive Alkene als Reaktionspartner einsetzbar. Anwendungsbereiche dieser Synthesemethode von 2-Alkensulfinamiden und Ausweichreaktionen werden diskutiert.
    Additional Material: 8 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820316
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  • 8
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, VI. N-Alkyl-N-sulfinylalkanaminiumsalze  -  Umsetzungen mit Sulfinylverbindungen (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 723-728 
    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, VI1).  -  N-Alkyl-N-sulfinylalkanaminium Salts  -  Reactions with Sulfinyl CompoundsN-Sulfinylalkanaminium salts 1 react smoothly with sulfinyl compounds 2 to give aminosulfonium salts 3. By 1H-NMR spectroscopy an intermediate can be detected which is thought to have a four-membered sulfurane ring structure.
    Notes: N-Sulfinylalkanamininiumsalze 1 reagieren glatt mit Sulfinylverbindungen 2 unter Bildung von Aminosulfoniumsalzen 3. 1H-NMR-spektroskopisch kann ein Zwischenprodukt nachgewiesen werden, dem eine Vierringsulfuranstruktur zugeschrieben wird.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820412
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  • 9
    Electronic Resource
    Electronic Resource
    Polyhydroxyamine via Diensynthese mit Nitrosoverbindungen, VIII. Darstellung von Diaminoderivaten über Epoxide (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 1874-1879 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Poylhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, VIII1).  -  Preparation of Diamino Derivatives via EpoxidesThe epoxidation of the aminocyclohexenols 1 proceeds specifically with syn-attack and formation of the epoxides 2. Reactions of 2 with ammonia or dimethylamine leads to the inosdiamines 3 or 4, respectively.
    Notes: Die Epoxidierung der Aminocyclohexenole 1 erfolgt spezifisch unter syn-Angriff, es werden die Epoxide 2 gebildet. Umsetzung von 2 mit Ammoniak oder Dimethylamin führt zu Inosdiaminderivaten 3 bzw. 4.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119811014
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  • 10
    Electronic Resource
    Electronic Resource
    Chemie reaktiver Kationen von Schwefeldioxidanalogen, IX. Umsetzung mit aliphatischen Carbodiimiden (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 900-903 
    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, IX. - Reactions with Aliphatic CarbodiimidesN-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (2) yields with aliphatic carbodiimides (1) 1,2,4-thiadiazetium salts (3).
    Notes: N-Methyl-N-sulfinylmethanaminium-tetrafluoroborat (2) reagiert mit aliphatischen Carbodiimiden (1) zu 1,2,4-Thiadiazetiumsalzen (3).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840508
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