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  • 1
    Electronic Resource
    Electronic Resource
    Hydroxyalkylierung von Carbonsäure-dialkylamiden mit Epoxiden (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 1621-1633 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Hydroxyalkylation of N.N-Dialkylcarboxamides with EpoxidesThe hydroxyalkylation of α-carbanions from N.N-dialkylcarboxamides with epoxides is demonstrated with eleven examples (1, 5, 12, 16, 18, 21, 25, 28, 32, 37, 41). Satisfactory yields are obtained with ethylene oxide and with mono- or unsymmetrically disubstituted oxiranes. Some γ-hydroxy amides were reduced with lithium aluminium hydride and the products subjected to Cope degradation.
    Notes: An elf Beispielen (1, 5, 12, 16, 18, 21, 25, 28, 32, 37, 41) wird die Hydroxyalkylierung von α-Carbanionen aus Carbonsäure-dialkylamiden mit Epoxiden in flüssigem Ammoniak beschrieben. Befriedigende Ausbeuten werden mit Äthylenoxid sowie mit mono- oder unsymmetrisch disubstituierten Oxiranen erhalten. Einige γ-Hydroxy-amide wurden mit Lithiumalanat reduziert und die Produkte nach Cope abgebaut.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050518
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  • 2
    Electronic Resource
    Electronic Resource
    Enhydrazine, 5 Enhydrazone aus carbonyl-aktivierten Acetylenverbindungen (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 3807-3813 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Enehydrazines, 5Enehydrazones from Carbonyl Activated Acetylenic CompoundsThe enehydrazones 3 are obtained from the hydrazones 2 with ethyl acetoacetate, the enehydrazones 6 and 7 with acetylene carboxylates, 10, 11 and 13 with acetylene ketones, and 15 and 18 with acetylene aldehydes. The products have E-configuration and are formed by syn-addition to the triple bond. Only in the case of phenylpropiolaldehyde (14) anti-addition followed by cyclization to the pyrazoles 16 has been observed.
    Notes: Aus den Hydrazonen 2 werden die Enhydrazone 3 mit Acetessigester, die Enhydrazone 6 und 7 mit Acetylencarbonsäureestern, 10, 11 und 13 mit Acetylen-ketonen und 15 und 18 mit Acetylen-aldehyden erhalten. Die Produkte haben E-Konfiguration und entstehen durch syn-Addition and die Dreifachbindung. Nur bei Phenylpropioladehyd (14) konnte auch anti-Addition mit nachfolgendem Ringschluß zu den Pyrazolen 16 beobachtet werden.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721051208
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  • 3
    Electronic Resource
    Electronic Resource
    β-Sitosterin und Clionasterin aus (24R)- bzw. (24S)-24-Äthylcholesta-5,22,25-trien-3β-ol (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 3721-3729 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: β-Sitosterol and Clionasterol from (24R)- and (24S)-24-Ethylcholesta-5,22,25-trien-3β-ol, RespectivelyStarting from the pure epimeric 24-ethylcholesta-5,22,25-trien-3bT-olen (24R)-1 a and (24S)-1 a, stigmasterol ((24S)-2) and β-sitosterol ((24S)-3) or poriferasterol ((24R)-2) and clionasterol ((24S)-3), respectively, are prepared by hydrogenation of the corresponding 6β-acetoxy-3α,5α-cyclosterols 4 and subsequent ring opening. A route to specifically tritiated β-sitosterol and clionasterol is also described.
    Notes: Ausgehend von den reinen epimeren 24-Äthylcholesta-5,22,25-trien-3bT-olen (24R)-1 a bzw. (24S)-1 a werden durch Hydrierung der 6β-Acetoxy-3α,5α-cyclosterine 4 und anschließende Ringöffnung Stigmasterin ((24S)-2) und β-Sitosterin ((24R)-3) bzw. Poriferasterin ((24R)-2) und Clionasterin ((24S)-3) dargestellt. Ein Weg zur Gewinnung spezifisch tritiierten β-Sitosterins und Clionasterins wird beschrieben.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751081205
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  • 4
    Electronic Resource
    Electronic Resource
    Stereochemie einer Claisen-Umlagerung in der Sterin-Seitenkette (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 3689-3703 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereochemistry of a Claisen Rearrangement in the Sterol Side ChainAll the factors are examined which in the Claisen rearrangement of the ketene O.N-acetal 2 contribute to the stereospecific formation of the sterol amides (24S,25R)-3, (24R.25S)-3, (24R.25R)-3 and (24S,25S)-3 and further to that of the sterols (24S)- and (24R)-4. The configuration of the amides 3 is determined by degradation, which gives a chemical proof for the unusual (24S)-configuration of the sterol 4, which occurs in Cucurbitaceae.
    Notes: Es werden alle Faktoren untersucht, die bei der Claisen-Umlagerung des Keten-O.N-acetals 2 zur stereospezifischen Bildung der Sterin-amide (24S,25R)-3, (24R.25S)-3, (24R.25R)-3 und (24S,25S)-3 und daraus der Sterine (24S)- und (24R)-4 beitragen. Durch Abbau der Amide 3 wird deren Konfiguration bestimmt und damit auf chemischem Wege bewiesen. daß dem in Cucurbitaceen vorkommenden Sterin 4 die ungewöhnliche (24S)-Konfiguration zukommt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711041133
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  • 5
    Electronic Resource
    Electronic Resource
    Enhydrazine, 7. Carbazolderivate aus Enhydrazinen (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 745-750 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Enehydrazines, 7. Carbazole Derivatives from EnehydrazinesFischer ring closure of the enehydrazines 1 and 4 with cyclohexanone leads to the oxo-octa-hydrocarbazoles 2. 8, however, follows both possible pathways to 9 and 10. All products were dehydrogenated with chloranil.
    Notes: Beim Fischer-Ringschluß mit Cyclohexanon erhält man aus den Enhydrazinen 1 und 4 die Oxo-octahydrocarbazole 2, am 8 dagegen beobachtet man beide denkbaren Reaktionswege zu 9 und 10. Alle Produkte wurden mit Chloranil dehydriert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731060304
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  • 6
    Electronic Resource
    Electronic Resource
    Enhydrazine, 4 Die Umsetzung von Dimedon mit Hydrazonen (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 2143-2155 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Enehydrazines, 4. The Reaction of Dimedone with HydrazonesIn the presence of p-toluenesulfonic acid dimedone reacts with araliphatic or aromatic hydrazones to form enehydrazones such as 4, 6, 8, and 10, which can be hydrogenated to the enehydrazines 12, 13, and 15. Under mild acid catalysis dimedone reacts with hydrazones (including aliphatic ones) to yield tetrahydroindazolinones 16 to 19, and 22 via hexahydroindazolinones such as 25 to 28.
    Notes: Dimedon bildet bei Gegenwart von p-Toluolsulfonsäure mit araliphatischen oder aromatischen Hydrazonen Enhydrazone wie 4, 6, 8 und 10, die zu den Enhydrazinen 12, 13 und 15 hydriert werden können. Bei milder Säurekatalyse entstehen aus Dimedon und (auch aliphatischen) Hydrazonen über die Stufe der Hexahydro-indazolinone-(4) wie 25-28 die Tetrahydro-indazolinone 16-19 und 22.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050707
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  • 7
    Electronic Resource
    Electronic Resource
    Enhydrazine, 61) Weitere Enhydrazone, Tetrahydroindazolone und Enhydrazine aus cyclischen β-Dicarbonylverbindungen (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 450-459 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Enehydrazines, 61) Further Enehydrazones, Tetrahydroindazolones and Enehydrazines from Cyclic β-Dicarbonyl CompoundsDimedone, 1,3-cyclohexanedione, and 2-methyl-1,3-cyclopentanedione react with benzaldehyde alkylhydrazones to give further enehydrazones (4e, f, 5a-e, 17b-e). Some of the enehydrdzones are hydrogenated to enehydrazines (19a, b, 20b, c). Additionally, the preparation of further tetrahydroindazolones (6e, f, 7a-f, 9, 10, 13, 15) from dimedone and 1,3 cyclohexanedione is described.
    Notes: Aus Dimedon, 1,3-Cyclohexandion und 2-Methyl-1,3-cyclopentandion werden mit Benzaldehyd-alkylhydrazonen weitere Enhydrazone (4e, f, 5a-e, 17b-e) erhalten, die z. T. zu Enhydrazinen (19a, b, 20b, c) hydriert werden. Ferner wird die Darstellung weiterer Tetrahydroindazolone (6e, f, 7a-f, 9, 10, 13, 15) aus Dimedon und 1,3-Cyclohexandion beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731060211
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  • 8
    Electronic Resource
    Electronic Resource
    Enhydrazine, 8. Einige neue Indazol-Derivate (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 3432-3437 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Enehydrazines,8. Some New Indazole DerivativesThe formerly described 4,5,6,7-tetrahydro-1H-4-indazolones 1a, b and 4 are reduced to the carbinols 2a, b and 5 and these are dehydrated to the 6,7-dihydro-1H-indazoles 3a, b and 6. Hydrogenation of 3a, b leads to the 4,5,6,7-tetrahydro-1H-indazoles 7a, b. Dehydrogenation of 2a, b and 1 a, b gives the 1H-indazoles 8a, b and 9a, b respectively.
    Notes: Die früher beschriebenen 4,5,6,7-Tetrahydro-1H-4-iadazolone 1 a, b und 4 werden zu den Carbinolen 2a, b und 5 reduziert und diese zu den 6,7-Dihydro-1H-indazolen 3a, b und 6 dehydriert Hydrierung von 3a, b führt zu den 4,5 6,7-Tetrahydro-1H-indazolen 7a, b. Durch Dehydrierung erhält man die 1H-Indazole 8a, b aus 2a, b und 9a, b aus 1a, b.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731061027
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  • 9
    Electronic Resource
    Electronic Resource
    Enhydrazine, 20: Pyrazolinium-Betaine aus 1,1-Dimethylhydrazin und 3-Phenylglycidsäureestern (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 791-796 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enehydrazines, 20: Pyrazolinium Betaines from 1,1-Dimethylhydrazine and 3-Phenylglycidic EstersEthyl trans-3-phenylglycidate and 1,1-dimethylhydrazine give the trans-4-hydroxy-5-phenyl-pyrazolinium betaine 1a, whereas the cis-phenylglycidic ester forms the cyclic cis-betaine 1b. Some degradation reactions are described.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110238
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  • 10
    Electronic Resource
    Electronic Resource
    Die Synthese von (24S)- und (24R)-24-Äthylcholesta-5,22,25-trien-3β-ol sowie von Poriferasterin und Stigmasterin (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 2236-2245 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Synthesis of (24S)- and (24R)-24-Ethylcholesta-5,22,25-triene-3β-ol as well as of Poriferasterol and StigmasterolThe synthesis of the naturally occurring (24S)-24-ethylcholesta-5,22,25-triene-3β-ol ((24S)-1a) and its (24R)-epimer from butynylcarbinols 2 with 1-dimethylamino-1-methoxy-1-propene in a Claisen rearrangement via the amides 4 is described. The stereochemistry of all intermediates and by-products is determined. The known hydrogenation of the products 1 leads to poriferasterol ((24R)-8a) and stigmasterol ((24S)-8a), respectively.
    Notes: Die Synthese des natürlich vorkommenden (24S)-24-Äthylcholesta-5,22,25-trien-3β-ols ((24S)-1a) und seines (24R)-Epimeren aus den Butinylcarbinolen 2 mit 1-Dimethylamino-1-methoxy-1-propen in einer Claisen-Umlagerung über die Amide 4 wird beschrieben. Die Stereochemie aller Zwischen- und Nebenprodukte wird geklärt. Die bekannte Hydrierung der Produkte 1 führt zu Poriferasterin ((24R)-8a) bzw. Stigmasterin ((24S)-8a).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731060718
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