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  • 1
    Electronic Resource
    Electronic Resource
    Reaktionen von Aminosäuren mit Trifluoressigsäureanhydrid, III. 41-Substituierte 2-Trifluormethyl4-(3,3,3-trifluor-2-trifluoracetoxypropyliden)-2-oxazolin-5-one (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 2361-2367 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Amino Acids with Trifluoroacetic Anhydride, III. 41-Substituted 2-Trifluoromethyl-4-(3,3,3-trifluor-2-trifluoroacetoxypropylidene)-2-oxazolin-5-onesEnol trifluoroacetates of type 1 (6) are rearranged into the title compounds 2a (8) by heating in acetonitrile. Stereochemistry and mechanism of the reaction are discussed. Addition of methanol to 4-alkylidene-2-trifluoromethyl-2-oxazolin-5-ones in trifluoroacetic acid yields 2-methoxy-3-oxazolin-5-ones.
    Notes: Enol-trifluoracetate vom Typ 1 (6) lagern sich beim Erhitzen in Acetonitril in die Titelverbindungen 2a (8) um. Stereochemie und Mechanismus der Reaktion werden diskutiert. Die Addition von Methanol an 4-Alkyliden-2-trifluormethyl-2-oxazolin-5-one in Trifluoressigsäure liefert 2-Methoxy-3-oxazolin-5-one.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751080724
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  • 2
    Electronic Resource
    Electronic Resource
    Pilzpigmente, XXIII. Tridentochinon, ein [13](3,6)Benzofuranophan aus Suillus tridentinus (Boletales) (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 3675-3691 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXIII. Tridentoquinone, a [13](3,6)Benzofuranophane from S. tridentinus (Boletales)Tridentoquinone, a red pigment isolated from S. tridentinus (Boletales), has been shown to be ansa compound 2a by chemical evidence and X-ray crystal-structure analysis.
    Notes: Tridentochinon, ein roter Farbstoff aus Suillus tridentinus (Boletales), besitzt nach chemischen Untersuchungen und Röntgenstrukturanalyse die Ansastruktur 2a.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751081202
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  • 3
    Electronic Resource
    Electronic Resource
    Notiz zur Isolierung der 2-Oxazolinon- und Oxazolium-5-olat-Formen bei 2,4-Diaryloxazolin-5-onen (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 2648-2650 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761090736
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  • 4
    Electronic Resource
    Electronic Resource
    Pilzpigmente, XXVIII. Hymenochinon, der rote Farbstoff von Hymenochaete mougeotii (Poriales) (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 1063-1068 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXVIII. Hymenoquinone, the Red Pigment of Hymenochaete mougeotii (Poriales)The isolation and structural elucidation of hymenoquinone (1) and its leuco derivative 3 from fruiting bodies of H. mougeotii are reported.
    Notes: Aus Fruchtkörpern von H. mougeotii wurden das Styrylpyron Hymenochinon (1) und sein Leukoderivat 3 isoliert und in ihrer Konstitution aufgeklärt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771100328
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  • 5
    Electronic Resource
    Electronic Resource
    Antibiotika aus Basidiomyceten, III. Strobilurin A und B, antifungische Stoffwechselprodukte aus Strobilurus tenacellus (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 2779-2784 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antibiotics from Basidiomycetes, III. Strobilurin A and B, Antifungal Metabolites from Strobilurus tenacellusThe structural elucidation of the strobilurins A and B (4, 5, respectively) is described. These compounds are 1-arylhexatrienes containing a terminal β-methoxyacrylate moiety.
    Notes: Die Konstitutionsaufklärung der Strobilurine A und B (4 bzw. 5) wird beschrieben. Es handelt sich um 1-Arylhexatriene, die eine endständige β-Methoxyacrylat-Gruppierung enthalten.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110806
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  • 6
    Electronic Resource
    Electronic Resource
    α-Aminosäuren als nucleophile Acyläquivalente, II. Synthese von γ-Diketonen unter Verwendung von Oxazolin-5-onen (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 3221-3236 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Amino Acids as Nucleophilic Acyl Equivalents, II. Synthesis of γ-Diketones by means of Oxazolin-5-onesOxazolin-5-ones 1, easily obtainable from α-amino acids, undergo base catalyzed addition of acylacetylenes to give 4-(3-oxopropenyl)-derivatives 2, which are cleaved on warming with oxalic acid dihydrate in acetic acid to yield γ-diketones 3. Starting from 4-alkylideneoxazolin-5-ones 7 4 1-branched oxazolinones 8 may be obtained via addition of lithium phenylthio(alkyl)cuprates. Despite of their high sterical hindrance the oxazolinones 8 are converted into α,α-disubstituted γ-diketones 10 as described for 1. The stereochemistry of the base catalyzed addition of benzoylacetylene to 1b has been investigated.
    Notes: Die aus α-Aminosäuren leicht Oxazolin-5-one, 1. addieren basenkatalysiert Acylacetylene zu 4-(3-Oxopropenyl)-Derivaten 2, die sich durch Erwärmen mit Oxalsäure-dihydrat in Essigsäure zu den γ-Diketonen 3 spalten lassen. Ausgehend von 4-Alkylidenoxazolin-5-onen 7 können durch 1,4-Addition von Lithium-phenylthio(alkyl)cupraten 4 1 -verzweigte Oxazolinone 8 erhalten werden, die trotz großer sterischer Hinderung auf analoge Weise in α, α-dialkylverzweigte γ-Diketone 10 überführbar sind. Die Stereochemie der basenkatalysierten Addition von Benzoyllacetylen an 1b wird untersucht.
    Additional Material: 9 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120919
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  • 7
    Electronic Resource
    Electronic Resource
    Thermolyse von Oxazolin-5-onen, V. Thermolyse von 4-(1-Äthoxycarbonylalkyl)-2-oxazolin-5-onen zu 1,3-Oxazin-6-onen (1976)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 2327-2330 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thermolysis of Oxazolin-5-ones, V. Thermolysis of 4-(1-Ethoxycarbonylalkyl)-2-oxazolin-5-ones to 1,3,-Oxazin-6-ones4-(1-Ethoxycarbonylalkyl)-2-oxazolin-5-ones 2 on heating at 300°C yield 1,3-oxazin-6-ones 6 by elimination of carbon monoxide and ethanol The reaction mechanism is discussed.
    Notes: 4-(1-Äthoxycarbonylalkyl)-2-oxazolin-5-one 2 gehen beim Erhitzen auf 300°C unter Abspaltung von Kohlenmonoxid und Åthanol in 1,3-Oxazin-6-one 4 über. Der Mechanismus der Reaktion wird Diskutiert.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19761090637
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  • 8
    Electronic Resource
    Electronic Resource
    Pilzpigmente, XXXI. Farnesylphenole aus Albatrellus-Arten (Basidiomycetes) (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3770-3776 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXXI. Farnesylphenols from Albatrellus Species (Basidiomycetes)From the edible mushrooms Albatrellus ovinus and A. subrubescens the farnesylphenols scutigeral (1) and neogrifolin (8) were isolated, the latter being already known as byproduct in grifolin synthesis. The position of the substituents at the benzene nucleus was determined by 13C NMR spectroscopy and synthesis of 1. Besides 8, A. confluens contains the antibiotic grifolin (7).
    Notes: Aus den Speisepilzen Albatrellus ovinus und A. subrubescens wurden die Farnesylphenole Scutigeral (1) und das bereits als Nebenprodukt der Grifolin-Synthese bekannte Neogrifolin (8) isoliert. Die Stellung der Substituenten am Benzolkern wurde mit Hilfe der 13C-NMR-Spektren abgeleitet und durch Synthese von 1. gesichert. A. confluens enthält neben 8 das Antibiotikum Grifolin (7).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771101206
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  • 9
    Electronic Resource
    Electronic Resource
    Darstellung und Eigenschaften von 3,6-Dihydro-2H-1,4-oxazin-2-onen und 2H-1,4-Oxazin-2-onen (1977)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3615-3623 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Properties of 3,6-Dihydro-2H-1,4-oxazin-2-ones and 2H-1,4-Oxazin-2-onesCyclization of α-amino acid acetonyl or phenacyl ester hydrobromides 4 yields 3,6-dihydro-2H-1,4-oxazin-2-ones 5, which may be converted into 2H-1,4-oxazin-2-ones 2 by bromination/dehydro-bromination. Upon heating or prolonged standing the 5-methyl derivatives of 5 undergo an unusual disproportionation to yield 6-isopropenyl-2H-1,4-oxazin-2-ones 6 and the corresponding amino acid. Thermolysis of 5e leads to the 2-azabutadiene 9 via cycloelimination of CO2.
    Notes: Cyclisierung von α-Aminosäure-acetonyl(bzw. phenacyl)ester-hydrobromiden 4 ergibt 3,6-Dihydro-2H-1,4-oxazin-2-one 5, die durch Bromierung/Dehydrobromierung in 2H-1,4-Oxazin-2-one 2 übergeführt werden können. 5-Methylderivate von 5 erleiden beim Erhitzen oder bei längerem Stehenlassen eine ungewöhnliche Disproportionierung, bei der 6-Isopropenyl-2H-1,4-oxazin-2-one 6 und die zugrundeliegende Aminosäure gebildet werden. Bei der Thermolyse von 5e entsteht unter Cycloeliminierung von CO2 das 2-Azabutadien 9.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19771101115
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  • 10
    Electronic Resource
    Electronic Resource
    Reaktionen von Oxazolin-5-on-Anionen, VIII. α-Substituierte α-Aminosauren durch Alkylierung von Oxazolin-5-onen (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 128-137 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Oxazolin-5-one Anions, VIII. α-Substituted α-Amino Acids via Alkylation of Oxazolin-5-onesAlkylation of oxazolin-5-ones 1 with alkyl halides/ethyldiisopropylamine in dipolar aprotic solvents yields 4,4-disubstituted oxazolin-5-ones 2. which are cleaved with HCl/acetic acid to give α-amino acids 3. The introduction of cycloheptatrienyl residues with tropylium perchlorate/triethylamine in benzene is described. Oxazolin-5-ones may be considered as nucleophilic acyl equivalents. This is demonstrated by alkylation of 4-isopropyl-2-phenyl-2-oxazolin-5-one (lb) to give 4-isopropyl-4-(2-nitrobenzyl)-2-phenyl-2-oxazolin-5-one (2f) which may be transformed into isopropyl 2-nitrobenzyl ketone (12).
    Notes: Die Alkylierung von Oxazolin-5-onen 1 mit Alkylhalogeniden/Ethyldiisopropylamin in dipolar aprotischen Lösungsmitteln ergibt 4,4-disubstituierte Oxazolin-5-one 2, die mit HCl/Eisessig zu α-substituierten α-Aminosäuren 3 gespalten werden. Die Einführung von Cycloheptatrienyl Resten gelingt mit Tropylium-perchlorat/Triethylamin in Benzol. Die Möglichkeit, Oxazolin, 5-one als nucleophile Acyläquivalente einzusetzen, wird an der Alkylierung von 4-Isopropyl 2-phenyl-2-oxazolin-5-on (1b) zum 4-(2-Nitrobenzyl)-Derivat 2f und dessen Abbau zum Isopropyl-(2-nitrobenzyl)-keton (12) aufgezeigt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120113
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