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  • Organic Chemistry  (17)
  • Communication in chemistry  (1)
  • Carbohydrates
  • 1985-1989  (6)
  • 1970-1974  (12)
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  • 1
    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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  • 2
    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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  • 3
    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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  • 4
    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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  • 5
    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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  • 6
    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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  • 7
    Electronic Resource
    Electronic Resource
    Elektrophile Additionen an konjugierte Diene. Orientierung und Stereochemie bei Additionen von p-Chlorbenzol-sulfenylchlorid (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 67-79 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electrophilic Addition to Conjugated Dienes. Orientation and Stereochemistry of Additions of 4-Chlorobenzene-sulfenyl Chloride4-Chlorobenzenesulfenyl chloride (1) adds to butadiene, to some methyl, chloro and phenyl substituted butadienes and to dienoic esters (tables 1-3) to give under kinetic control (in unpolar solvents) predominantly 1,2-adducts (e. g. 2, 3), which rearrange in polar solvents into the thermodynamically more stable 1,4-adducts. Kinetically controlled 1,4-adducts are formed as minor products from methyl substituted dienes and as major products from some phenyl substituted dienes. The electrophilic sulfenyl group attacks position 4 of 1-substituted butadienes and position 1 of 2-substituted dienes (with the exception of chloroprene), in agreement with the orientation of diene syntheses with aromatic nitroso compounds.
    Notes: Bei der Addition von p-Chlorbenzolsulfenylchlorid (1) an Butadien, Methyl-, Phenyl- und Chlor-substituierte Butadiene sowie an Butadiencarbonsäureester (Tabellen 1-3) bilden sich bei kinetischer Steuerung der Reaktion (in unpolaren Lösungsmitteln) vorwiegend 1.2-Addukte (z. B. 2, 3), die durch Allyl-Umlagerung in polaren Lösungsmitteln in die thermodynamisch stabileren 1.4-Addukte übergehen. 1.4-Addukte entstehen jedoch auch bei kinetischer Steuerung, und zwar in geringen Mengen bei Methyl-substitutieren Dienen, als Hauptprodukte bei einigen aromatisch substituierten Dienen. Der elektrophile Sulfenyl-Rest wird bei 1-substituierten Dienen bevorzugt an C-4, bei 2-substituierten Dienen (mit Ausnahme von Chloropren) an C-1 addiert, was mit der Orientierung bei Diensynthesen mit Nitrosoaromaten übereinstimmt.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310110
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  • 8
    Electronic Resource
    Electronic Resource
    Reaktionen mit N-Sulfinylverbindungen, XI1) Orientierung bei der Diensynthese von N-Sulfinyl-p-toluolsulfonamid (1972)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 762 (1972), S. 93-105 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions with N-Sulfinyl Compounds, XI1). - Orientation in the Diene Synthesis of N-Sulfinyl-p-toluene SulfonamideThe 2-substituted dienes 2 yield by Diels-Alder reaction with N-sulfinyltosylamide (3) only the 5-substituted 3,6-dihydro-1,2-thiazine 1-oxides 6. 1-tert.-Butylbutadiene (1e) and methyl vinylacrylate (1f) give with 3 only the 6-substituted adducts 4e or 4f. With 1.3-pentadiene (1d) and with the 1-arylbutadienes 1a-c the 3- or 6-substituted adducts 5 or 4 are formed, depending on the reaction temperature. The adducts of the 1-substituted dienes 1 with 3 are mixtures of diastereoisomers.
    Notes: Die 2-substituierten Diene 2 setzen sich bei der Diels-Alder-Reaktion mit N-Sulfinyl-p-toluolsulfonamid (3) nur zu den 5-substituierten 3.6-Dihydro-1.2-thiazin-1-oxiden 6 um. 1-tert.-Butyl-butadien (1e) und Vinylacrylsäuremethylester (1f) reagieren mit 3 dagegen zu den 6-substituierten Addukten 4e bzw. f, während 1.3-Pentadien (1d) sowie die 1-Aryl-butadiene 1a-c in Abhängigkeit von der Reaktionstemperatur die 3- bzw. 6-substituierten Addukte 5 bzw. 4 ergeben. Die Addukte von 3 mit den 1-substituierten Dienen 1 sind Diastereomerengemische.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19727620111
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  • 9
    Electronic Resource
    Electronic Resource
    Heterocyclen durch Diensynthese, IV1) Orientierung bei der Diensynthese von N-Trichloräthyliden-p-toluolsulfonamid (1972)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 762 (1972), S. 106-110 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocycles by Diene Syntheses, IV1). - Orientation in the Diene Synthesis of N-Trichloroethylidene-p-toluenesulfonamideBy Diels-Alder reaction, N-trichloroethylidenetosylamide (2) yields, with 1-substituted dienes, the 6-substituted 1-tosyl-2-trichloromethyl-1,2,3,6-tetrahydropyridines 3; with 2-substituted dienes, the corresponding 4-substituted adducts are formed. The general orientation phenomena in the Diels-Alder reaction of heterodienophiles are discussed.
    Notes: Bei der Diels-Alder-Reaktion von N-Trichloräthyliden-tosylamid (2) mit 1-substituierten Dienen entstehen 6-substituierte, mit 2-substituierten Dienen dagegen 4-substituierte 1-Tosyl-2-trichlormethyl-1.2.3.6-tetrahydro-pyridin-Derivate (3). Die Orientierungsphänomene bei der Diels-Alder-Reaktion mit Heterodienophilen werden allgemein diskutiert.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19727620112
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  • 10
    Electronic Resource
    Electronic Resource
    1,3-Butadienylsulfoniumsalze, II. Reaktionen von trans-(1,3-Butadienyl)dimethylsulfonium-halogeniden mit BasenAuszugsweise vorgetragen auf dem V. Symposium on Organic Sulphur Chemistry in Lund/Schweden, 5.-9. Juni 1972. (1973)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1973 (1973), S. 1317-1328 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,3-Butadienylsulfonium Salts, II1)  -  Reaction of trans-(1,3-Butadienyl)dimethylsulfonium Halides with Bases**)Some reactions of butadienylsulfonium salts with alkali hydroxide, thiophenolate, and alkoxides are described. With catalytic amounts of alkoxide in alcoholic solution the dienylsulfonium salts 1a, b yield (2,4-dialkoxybutyl)sulfonium salts 7 and/or (alkoxybutenyl)-sulfonium salts 4 and 6. At high alkoxide concentration the main products are substituted butenyl sulfides 9, formed by [2,3]-sigmatropic rearrangement of the 4-ylides. Under the same conditions (2,3-dimethyl-1,3-butadienyl)dimethylsulfonium bromide (1c) rearranges to 2-methyl-3-methylene-5-methylthio-1-pentene (16).
    Notes: Einige Reaktionen der Butadienylsulfoniumsalze 1 mit Alkalihydroxid, Thiophenolat und Alkoholaten werden beschrieben. Mit katalytischen Mengen Alkoholat ergeben die Dienylsulfoniumsalze 1a, b in alkoholischer lösung die (2,4-Dialkoxybutyl)sulfoniumsalze 7 und/oder die (Alkoxybutenyl)sulfoniumsalze 4 und 6. Bei hohen Alkoholatkonzentrationen werden durch [2,3]-sigmatrope Umlagerung der 4-Ylide hauptsächlich die substituierten Butenylsulfide 9 gebildet. (2,3-Dimethyl-1,3-butadienyl)dimethylsulfoniumbromid (1c) liefert unter diesen Bedingungen 2-Methyl-3-methylen-5-methylthio-1-penten (16).
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197319730813
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