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  • 1980-1984  (11)
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  • 1
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 41) Direkte Acyloxylierung von 1,3-Cyclohexandionen mit Diacylperoxiden (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 1938-1950 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Introduction of Oxygen Functions into the α-Position of β-Diketones, 41) Direct Acyloxylation of 1,3-Cyclohexanediones by Diacyl PeroxidesDirect acyloxylation of 1,3-cyclohexanediones 1, leads only by way of exception to the formation of monoacyloxylated products 4. However, their sodium salts 5 yield exclusively the immediate reaction products 8 of a bisacyloxylation. On the other hand, these products are unstable in the presence of base, and they experience a migration of an acyl group and loss of one mol of carboxylic acid yielding cyclohexadienones 9. The mechanism of this new rearrangement is described. Starting from products of a benzyloxycarbonyloxylation a convenient synthesis of reductones is described.
    Notes: Die direkte Acyloxylierung der 1,3-Cyclohexandione 1 führt nur in Ausnahmefällen zu den Monoacyloxylierungsprodukten 4. Ihre Natriumsalze 5 dagegen liefern die unmittelbaren Folgeprodukte 8 einer Bisacyloxylierung. Diese sind jedoch in Gegenwart von Base instabil und erfahren unter Abspaltung molarer Menge Carbonsäure eine Umacylierung zu den Cyclohexadienonen 9. Der Mechanismus dieser Umacylierung wird aufgeklärt. Ausgehend von den Folgeprodukten einer Benzyloxycarbonyloxylierung wird eine bequeme Reduktonsynthese beschrieben.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140531
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  • 2
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 7. Oxo-Meldrums Säuren durch Ozonspaltung von (Methoxymethylen)-Meldrums Säuren (1982)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 115 (1982), S. 2000-2002 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Introduction of Oxygen Functions into the α-Position of β-Diketones, 7. Oxo-Meldrum's Acids by Ozonolytic Cleavage of (Methoxymethylene)-Meldrum's Acids(Methoxymethylene)-Meldrum's acids 1 react with ozone in aprotic medium to form the corresponding sec. ozonides 2 („peroxyorthoformates“). Deoxygenation of 2 with PCl3 yields Oxo-Meldrum' acids 3.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19821150530
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  • 3
    Electronic Resource
    Electronic Resource
    Notizen. 5- und 6-Ring-Reduktone aus 2-Diazo-1,3,dicarbonyl-verbindungen. Eine schonende Alternative zur klassischen “Verkochungsmethode” (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 1958-1962 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Five- and Six-Membered Ring Reductones from 2-Diazo-1,3-dicarbonyl Compounds. A Smoothful Alternative of the Classic Thermal Dediazotation2-Acyloxy-2-chloro-1,3-dicarbonyl compounds 2, easily obtained from 2-diazo-1,3-dicarbonyl compounds 1, and tert-butyl hypochlorite in formic or acetic acid at room temperature or below, are immediately reduced to the corresponding reductone esters 3, by sodium iodide/disodium pentaoxodisulfate. (Concomitant) Hydrolysis of the reductone esters yields the desired reductones 4.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140533
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  • 4
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 4. „Hydroxy- und Oxo-Meldrums Säuren“ (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 2630-2635 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Introduction of Oxygen Functions into the α-Position of β-Diketones, 4. „Hydroxy- and Oxo-Meldrum's Acids“Synthesis and properties of 5-hydroxy-, 5-acyloxy-, 5-oxo- and 5,5-dihydroxy-2,2-dialkyl-1,3-dioxane-4,6-diones (6, 5/9, 7, 10) are described.
    Notes: Synthese und Eigenschaften von 5-Hydroxy-, 5-Acyloxy-, 5-Oxo- und 5,5-Dihydroxy-2,2-dialkyl-1,3-dioxan-4,6-dionen (6, 5/9, 7, 10) werden beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19801130806
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  • 5
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 51) Acyloxylierung von 3-prim.-Amino-2-cyclohexen-1-onen (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 2019-2028 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Introduction of Oxygen Function into the α-Position of β-Diketones, 51) Acyloxylation of 3-prim.-Amino-2-cyclohexen-1-onesThe enaminone 1 reacts with diacyl peroxides 2 to yield monoacyloxylation products 4 and (acylamino)cyclohexadienolones 6 which may be regarded as reaction products of an acyl rearrangement of the non-isolable bis-acyloxylation products 5. Catalytic hydrogenation of benzyl esters 4e and 6e obtained by the described way leads immediately to the amino reductone 8.
    Notes: Das Enaminon 1 reagiert mit Diacylperoxiden 2 zu den Mono-acyloxylierungsprodukten 4 und den (Acylamino)cyclohexadienolonen 6, die als Folgeprodukte einer Acylumlagerung aus den nicht nachweisbaren Bis-acyloxylierungsprodukten 5 angesehen werden können. Katalytische Hydrierung der auf diese Weise einfach zugänglichen Benzylester 4e und 6e liefert unmittelbar das Aminoredukton 8.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140604
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  • 6
    Electronic Resource
    Electronic Resource
    1,2,3-Cyclohexantrion/2,6-Dihydroxy-2,5-cyclohexadien-1-on Isomerisierung: Eine einfache Synthese für 2,6-dioxysubstituierte 2,5-Cyclohexadien-1-one (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 1951-1957 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,2,3-Cyclohexanetrion/2,6-Dihydroxy-2,5-cyclohexadien-1-on-Isomerization: A Facile Synthesis of 2,6-Dioxy-substituted 2,5-Cyclohexadien-1-onesHitherto unknown 1,2,3-cyclohexanetriones masked as chlorohydrins 2 or as chlorohydrin esters 4 are easily rearranged yielding the corresponding 2,6-dihydroxy-2,5-cyclohexadien-1-ones 6 or their esters 8.
    Notes: Die bislang unbekannten 1,2,3-Cyclohexantrione 5 können in Form ihrer Chlorhydrine 2 oder deren Ester 4 leicht in die entsprechenden 2,6-Dihydroxy-2,5-cyclohexadien-1-one 6 oder deren Ester 8 umgelagert werden.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140532
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  • 7
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 9. Ozonolytische Fragmentierung von Pyridinium-Yliden (1982)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 115 (1982), S. 3890-3893 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Introduction of Oxygen Functions into the α-Position of β-Diketones, 9. Ozonolytic Fragmentation of Pyridinium YlidesPyridinium diacyl methanides 3 are cleaved by equimolar amounts of ozone in aprotic medium yielding vicinal tricarbonyl compounds 6 and pyridine. Peroxidic reaction products are not detectable.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19821151221
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  • 8
    Electronic Resource
    Electronic Resource
    Einführung von Sauerstoff-Funktionen in die α-Stellung von β-Diketonen, 8. Ozonspaltung von Sulfonium-Yliden (1982)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 115 (1982), S. 3032-3041 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Introduction of Oxygen Functions into the α-Position of β-Diketones, 8 Ozonolysis of Sulfonium Ylides(Dimethylsulfonio)diacylmethanides 1, prepared by known methods, are cleaved by equimolar amounts of ozone in aprotic medium yielding vicinal triketones 2 and DMSO. Peroxydic reaction products are not detectable.
    Notes: Auf bekannte Weise leicht zugängliche (Dimethylsulfonio)diacylmethanide 1 lassen sich in aprotischem Medium durch äquimolare Mengen Ozon zu vicinalen Triketonen 2 und DMSO spalten. Peroxidische Reaktionsprodukte sind nicht nachweisbar.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19821150909
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  • 9
    Electronic Resource
    Electronic Resource
    α-Oxosulfone, 5. Reaktionen eines cyclischen α-Ketosulfons (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1739-1743 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Oxosulfones, 5. - reactions of a Cyclic α-Ketosulfone5,5-Dioxo-6H-dibenzo[b,d]thiopyran-6-one (4) as the first „real α-ketosulfone“ was isolated, and some of its reactions were studied. Apparently, 4 represents formally a border case between a thioester S,S-dioxide and an „α-ketosulfone“.
    Notes: Als erstes „wirkliches α-Ketosulfon“ wurde 5,5-Dioxo-6H-dibenzo[b,d]-thiopyran-6-on (4) isoliert. Beim Studium einiger seiner Reaktionen zeigte sich, daß 4 formal einen Grenzfall zwischen einem Carbonsäurethioester-S,S-dioxid und einem „α-Ketosulfon“ darstellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319831009
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  • 10
    Electronic Resource
    Electronic Resource
    α-Oxosulfone, 3. Reaktionen acyclischer α-Oxosulfone (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1477-1481 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Oxosulfones, 3.  -  Reactions of Acyclic α-OxosulfonesThe course of reactions of acyclic α-oxosulfones with protic and aprotic nucleophiles is described. A far-reaching analogy to reactions of acyl halides is noticed.
    Notes: Die Reaktionsweise von acyclischen α-Oxosulfonen mit protischen und aprotischen Nucleophilen wird beschrieben. Dabei wird eine weitgehende Analogie zu Reaktionen von Acylhalogeniden festgestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801004
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