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  • 11
    Electronic Resource
    Electronic Resource
    Ring-chain tautomerism provides a route to 7a-hydroxy-3a-methyl-2,7-dioxoperhydrobenzofuran. Synthesis of the hydroxy γ-lactone substructure of myrocin and other bioactive natural products (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 797-802 
    Details
    ISSN: 0947-3440
    Keywords: Hydroxy lactone, 5-membered, (lactol) tautomer ; 4-Oxocarboxylic acids ; Keto-cyclol tautomerism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (2-Oxocyclohexyl)acetic acid 10 was converted into bicyclic alkoxy γ-lactones 12a-d via intermediate chloro lactone 11 and alkanolysis. Similarly, lactones 15a, b and 18 were prepared. In contrast, simple ring-chain tautomerism directly afforded the title heterocycle 28, a crystalline, stable and well-defined compound. The angular methyl group seems essential for the spontaneous lactonization. 5,5-Dialkoxy-4-oxocarboxylic acids 26a, b without an angular methyl group did not cyclize to bicyclic hydroxy γ-lactones.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199505117
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  • 12
    Electronic Resource
    Electronic Resource
    N-methoxy-N-methylamides (Weinreb amides) in modern organic synthesis (1997)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 339 (1997), S. 517-524 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: N-Methoxy-N-methylamides (Weinreb amides) have facililated access to functionalized aldehydes and ketones in organic synthesis, including the total synthesis of complex natural products.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19973390194
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  • 13
    Electronic Resource
    Electronic Resource
    Topics in current chemistry, K. N. Houk, J. M. Lehn, S. V. Ley et al. (Eds.), Vol. 190, Peter Metz (Ed.), Stereoselective Heterocyclic synthesis II, 1. Auflage, 194 S., 386 Abb., 16 Tab., Springer-Verlag, Berlin-Heidelberg-New-York-London-Paris-Tokyo-Hong Kong, 1997, Hardcover DM 168,-, ÖS 1.226,40, sFr 147,-, GBP 64,50, US $ 109,-, ISBN 3-540-62700-6 (1998)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 340 (1998), S. 286-286 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19983400316
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  • 14
    Electronic Resource
    Electronic Resource
    Terpenes and Terpenoid Compounds, 14. Synthesis of Oxygenated Derivatives in the Tetramethyllimonene Series. New Odorants of the Wood-ambergris Type (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 396-402 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Terpene und terpenoide Verbindungen, 141).  -  Synthese oxygenierter Derivate in der Tetramethyllimonen-Reihe.  -  Neue Geruchsstoffe des Holz-Ambra-TypsEine einfache Darstellung von TM-α-Terpineol (4), cis-TM-β-terpineol (6c), trans-TM-β-Terpineol (6t), TM-Δ1,7,Δ8-Menthadien (7) und seinem spirocyclischen Epoxid (5) sowie von TM-Isokrypton (8) wird beschrieben (TM = Tetramethyl). Anders als die einfachen C10-Monoterpene zeigen einige der neuen tetramethylierten Derivate Holz-Ambra-Geruch.
    Notes: A practical preparation of TM-α-terpineol (4), cis-TM-β-terpineol (6c), trans-TM-β-terpineol (6t), TM-Δ1,7,Δ8-menthadiene (7), its spirocyclic epoxide (5), and TM-isocryptone (8) is described (TM = tetramethyl). Some of the new tetramethylated monoterpenes, unlike the simple C10-monoterpenes, have a woody-ambergis-like odour.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850215
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  • 15
    Electronic Resource
    Electronic Resource
    Terpene und terpenoide Verbindungen, 15. Darstellung von tetramethyliertem Perillaalkohol [3,3,5,5-Tetramethyl-4-(1-methylethenyl)-1-cyclohexen-1-methanol] und verwandten Monoterpenoiden (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 403-412 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Terpenes and Terpenoid Compounds, 15.  -  Preparation of Tetramethylated Perillyl Alcohol [3,3,5,5-Tetramethyl-4-(1-methylethenyl)-1-cyclohexene-1-methanol] and Related MonoterpenoidsLithium perchlorate-induced rearrangement of 1,3,3,5,5-pentamethyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane (2) in toluene furnishes the epimeric tetramethylated dihydrocarvones 4t, c and 2,2,4,4-tetramethyl-6-methylene-3-(1-methylethenyl)-trans-cyclohexanol (5) in varying ratio. In acetic acid and formic acid the allylic alcohol 5 rearranges smoothly into the corresponding esters 6a and 6b which have been saponified quantitatively to yield tetramethylperillyl alcohol 7. Oxidation of tetramethylperillaldehyde 8 with air affords tetramethylperillic acid 9 in 54% yield. The epoxidation products of 5, 6a, and 7 are described.
    Notes: Die Lithiumperchlorat-induzierte Umlagerung von 1,3,3,5,5-Pentamethyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan (2) in Toluol liefert die epimeren Tetramethyldihydrocarvone 4t, c sowie 2,2,4,4-Tetramethyl-6-methylen-3-(1-methylethenyl)-trans-cyclohexanol (5) in variablem Verhältnis. In Essigsäure und Ameisensäure lagert sich der Allylalkohol 5 glatt in die entsprechenden Ester 6a und 6b um, die mit Alkali quantitativ zum Tetramethylperillaalkohol 7 verseift werden. Oxidation von Tetramethylperillaaldehyd 8 mit Luftsauerstoff ergibt Tetramethylperillasäure 9 in 54% Ausbeute. Die Produkte der Epoxidierung von 5, 6a und 7 werden beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850216
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  • 16
    Electronic Resource
    Electronic Resource
    Terpene und terpenoide Verbindungen, 17. Darstellung oxygenierter Tetramethylmenthene und Tetramethylmenthadiene (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 756-764 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Terpenes and Terpenoid Compounds, 17. - Preparation of Oxygenated Tetramethylmenthenes and TetramethylmenthadienesThe hydroboration of rac-TM-limonene (1) (TM = tetramethyl) with 9-BBN is chemoselective and allows the functionalization of the isopropenyl side chain to give rac-TM-Δ1-p-Menthen-10-ol (4a, b), the corresponding aldehyde 5a, b, and the acid 6. Protonolysis of the product of hydroboration affords rac-TM-Δ1-p-menthene (7). Hydrochlorination of 1, epoxidation, and treatment with lithium diisopropylamide yields rac-TM-Δ1(7),8-p-menthadien-10-ol (9) which is rearranged by acid into rac-TM-Δ1,8-p-menthadien-10-ol (11).
    Notes: Die Hydroborierung von rac-TM-Limonen (1) (TM = Tetramethyl) mit 9-BBN ist chemoselektiv und erlaubt die gezielte Funktionalisierung der Isopropenylseitenkette zu rac-TM-Δ1-p-Menthen-10-ol (4a, b), dem entsprechenden Aldehyd 5a, b sowie der Säure 6. Durch Protonolyse des Hydroborierungsproduktes erhält man rac-TM-Δ1-p-Menthen (7). Hydrochlorierung von 1, Epoxidierung und Behandlung mit Lithiumdiisopropylamid liefert rac-TM-Δ1(7),8-p-Menthadien-10-ol (9), das durch Säure in rac-TM-Δ1,8-p-Menthadien-10-ol (11) umgelagert wird.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850411
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  • 17
    Electronic Resource
    Electronic Resource
    Zur Metamorphosenlehre (1843)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 45 (1843), S. 242-249 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.18430450211
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  • 18
    Electronic Resource
    Electronic Resource
    Metamorphosen des Albumin's (1843)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 46 (1843), S. 118-122 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.18430460106
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  • 19
    Electronic Resource
    Electronic Resource
    Ueber eine Gasabsonderung der Pflanzen (1845)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 53 (1845), S. 242-252 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.18450530208
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  • 20
    Electronic Resource
    Electronic Resource
    1,2,3-Triazabutadiene. IV MO-Berechnungen an photochromen Triazenen (1976)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 318 (1976), S. 671-680 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 1,2,3-Triazabutadienes. IV. MO Calculations of Photochromic TriazenesThe π-π* electronic transitions of different cis-trans isomers of substituted 1-aryl-3-(3-methyl-benzthiazolin-2-ylidene)-triazenes and of 1-(p-chlorophenyl)-3-(1,3-dimethylbenzimidazolin-2-ylidene)-triazene have been calculated by the PPP-method. The observed spectral characteristics can be described satisfactorily on the basis of a cis-trans isomerism around the N=N double bond. The Differences of the excitation energies between the cis and the trans form thus calculated render the experimental values with a deviation of ≤0.06 eV. The influence of the substituents on the energy of the S0 - S1 transitions has also been calculated and agrees in its tendency with the experimental results.
    Notes: Mit dem PPP-Verfahren werden die π-π*-Elektronenübergänge von verschiedenen cis-trans-Isomeren substituierter 1-Aryl-3-[3-methyl-benzthiazolinyliden-(2)]-triazene 1 und vom 1-(p-Chlorphenyl)-3-[1,3-dimethylbenzimidazoliyliden-(2)]-triazen 2 berechnet. Die beobachteten spektralen Eigenschaften dieser Verbindungen lassen sich befriedigend beschreiben, wenn eine cis-trans-Isomerie um die N=N-Doppelbindung zugrunde gelegt wird. Die so berechneten Anregungsdifferenzen zwischen cis- und trans-Form geben die expermentellen Werte mit einer Abweichung von ≤0,06 eV wieder. Der Substituenteneinfluß auf die Lage der S0 - S1-Übergänge wird ebenfalls in der Tendenz richtig dargestellt.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19763180417
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