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  • 1
    Electronic Resource
    Electronic Resource
    Synthese von ω-(5-Oxo-1-cyclopentenyl)alkansäure-methylestern aus 2-Nitrocycloalkanonen (1987)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 70 (1987), S. 315-320 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of Methyl ω-(5-Oxo-1-cyclopentenyl)alkanoates Starting from 2-NitrocycloalkanonesA convenient synthesis of methyl ω-(5-oxo-1-cyclopentenyl)alkanoates 1 is described. 2-Nitrocycloalkanones 2 are converted to 2-(3,3-dimethoxypropy1)-2-nitrocycloalkanones 4. Treatment of 4 with MeOH/MeONa led to the ring-opened nitronates 5 which underwent a Nef reaction to form the corresponding oxo derivatives 6. Partial hydrolysis of followed by base-catalyzed aldol reaction gave the desired products in high yields.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19870700207
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese von 2-Hydeoxy-3-methyl-2-hexen-4-olid (1987)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 70 (1987), S. 369-374 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of 2-Hydroxy-3-methyl-2-hexen-4-olidThe title compound 13a, a substance used in food-flavoring, was synthesized in 89% overall yield, starting from methyl 2-hydeoxy-3-butenoate (3a). The key step in this transformation is the isomerization of the C=C bond in 3a which yielded methyl 2-oxobutanoate as an intermediate. The latter underwent a self-condensation yielding 2-hydroxy-4-(methoxycarbonyl)-3-methyl-2-hexen-4-olid (11a), which, after hydrolysis and decarboxylation, gave 13a. In addition, the syntheses of five other compounds related to 13a are reported.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19870700214
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  • 3
    Electronic Resource
    Electronic Resource
    Makrocyclische Benzolactone durch Ringerweiterung von 2-Nitrocycloalkanonen (1986)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 69 (1986), S. 85-90 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Macrocyclic Benzolactones by Ring Enlargement of 2-NitrocycloalkanonesReaction of 2-nitroalkanones with 1,4-benzoquinone in the presence of 1,8-diazabicyclo[5.4.0]undec-7-en gave (hydroxybenzo)nitrolactones of general formula 6 (Scheme 1). The transformation involves a Michael reaction, aromatization, and ring enlargement via a five-membered intermediate. The (hydroxybenzo)nitrolactones were converted to the already known (acetoxybenzo)oxolactones 15-17. The characteristic mass spectral behavior of the ring-enlarged products is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19860690112
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesen und Ringerweiterungsreaktionen von 2-(4-Hydroxyalkyl)-2-nitrocycloalkanonen (1986)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 69 (1986), S. 1614-1622 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses and Ring-Enlargement Reactions of 2-(4-Hydroxyalkyl)-2-nitrocycloalkanonesSyntheses of the title compounds were achieved by [Pd{P(C6H5)3}4]-catalyzed reaction of 2-nitrocycloalkanones 3 with vinyloxirane followed by catalytic hydrogenation. By another route, the known methyl 4-(1-nitro-2-oxocycloalkyl)butanoates 6 were reduced to the corresponding aldehydes 7 which by NaBH4 reduction or methylation with (CH3)2Ti(i-Pr)2 were transformed to the alcohols 5 and 8, respectively (Saheme 1). Treatment of 5 and/or 8 with KH/THF under reflux gave, via a 7-membered intermediate, the nitrolactones 12 and oxolactones 13 (Scheme 3). Compared with similar reactions running via 5- or 6-membered intermediates (see 1 and 2), the yields are distinctly lower. The natural occurring 12-tridecanolid (14) was synthesized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19860690715
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  • 5
    Electronic Resource
    Electronic Resource
    Quellfeste Kationenaustauscher durch Vernetzung linearer Polystyrol-sulfonsäuren (1955)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 67 (1955), S. 786-787 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19550672407
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  • 6
    Electronic Resource
    Electronic Resource
    Zur Kenntnis der Huminsäuren aus Braunkohlen (1931)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 44 (1931), S. 118-120 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19310440604
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  • 7
    Electronic Resource
    Electronic Resource
    Deutsche Geologische Gesellschaft, Berlin (1933)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 46 (1933), S. 168-168 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19330461106
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