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  • Inorganic Chemistry  (10)
  • Organic Chemistry  (5)
  • ( - )-Menthol
  • 1985-1989  (15)
  • 1
    Electronic Resource
    Electronic Resource
    McMurry-Reaktion der 2-Alkyl-3-ethoxyacroleine (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 1734-1736 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: McMurry Reaction of 2-Alkyl-3-ethoxyacroleinsMcMurry reductive coupling of 2-alkyl-3-ethoxyacroleins 1 yields 2,5-dialkylhexadienedials 6. (E) Configuration at the 2,3- and 4,5-double bonds of these dialdehydes is derived from three-bond carbon-13 proton coupling. A mechanism similiar to that discussed for McMurry coupling of carbonyl compounds is proposed.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190526
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  • 2
    Electronic Resource
    Electronic Resource
    Oxopropenylierung von Alkylmagnesiumhalogeniden mit 3-(Trimethylsilyloxy)acroleinen (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 1737-1744 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oxopropenylation of Alkylmagnesium Halides by 3-(Trimethylsilyloxy)acroleinsOxopropenylation of alkylmagnesium halides 4 by 3-(trimethylsilyloxy)acroleins 3 selectively yields the (E)-isomers of α,β-unsaturated aldehydes such as 4-phenyl-2-butenals 9, 3-cyclopropylpropenals 10, 3-cyclohexylpropenals 11, 3-(3-menthyl)propenals 12, and 2,5-hexadienals 13. 3-Hydroxyenolsilylethers 6 are isolated when allylmagnesium chloride is used as carbon nucleophile; to conclude, the reaction primarily involves nucleophilic addition of the Grignard reagent at the aldehyde carbon of the acrolein 3.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190527
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  • 3
    Electronic Resource
    Electronic Resource
    1,8-Dihydrodithieno[3,4-b:3′,4′-i]-1,4,8,11-tetraaza[14]annulene 4H,12H-[1,4,8,11]Tetraazacyclotetradecino[2,3-c:9,10-c]-dithiophene) (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 2565-2569 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,8-Dihydrodithieno[3,4-b:3′,4′-i]-1,4,8,11-tetraaza[14]annulenes (4H,12H-[1,4,8,11]Tetraazacyclotetradecino[2,3-c:9,10-c′]dithiophenes)The title compounds 3a-h, disubstituted in 6,13 positions by alkyl-, 3-hydroxypropyl-, and ethoxycarbonyl groups, are prepared by cyclocondensation of 3,4-diaminothiophene (1) with 2-alkyl-3-ethoxyacroleins (2a-f), 3, 4-dihydro-2H-pyran-5-carbaldehyde (2g), and 2-(ethoxy-carbonyl)-3-hydroxyacrolein (2h), respectively. Metal template cyclocondensations of the starting materials 1 and 2a-h in the presence of nickel(II) acetate affords the nickel(II) chelates (4a-h) of the macrocyclic N4 ligands 3.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851180634
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  • 4
    Electronic Resource
    Electronic Resource
    [4 + 2]-Cycloadditionen mit 5-Ethenyl-3,4-dihydro-2H-pyran und 5-Ethenyl-2,3-dihydro-1,4-dioxin (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3204-3207 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [4 + 2]-Cycloadditions with 5-Ethenyl-3,4-dihydro-2H-pyran and 5-Ethenyl-2,3-dihydro-1,4-dioxine5-Ethenyl-3,4-dihydro-2H-pyran (2a) and 5-ethenyl-2,3-dihydro-1,4-dioxine (2b) as hetero-cyclic donor-activated 1,3-dienes are prepared by Wittig alkenylation of the aldehydes 1a and 1b. [4 + 2]-Cycloadditions with dienophiles such as tetracyanoethene, β-nitrostyrene, diethyl azodicarboxylate, phenyltriazolinedione, and diethyl mesoxalate yield the new heterobi- and -tricycles 3-7.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191026
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  • 5
    Electronic Resource
    Electronic Resource
    1-(Dimethylamino)-1,3-butadiene, Darstellung und [4+2]-Cycloaddition an trans-ß-Nitrostyrol (1987)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 120 (1987), S. 255-257 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The preparation of 1-(dimethylamino)-1,3-butadienes 3 by Wittig alkenylation of 3-(dimethylamino)acroleins 1 is described. The title compounds 3 undergo a [4+2] cycloaddition to trans-ß-nitrostyrene (4) yielding regio- and stereoselectively 2-alkyl-3-(dimethylamino)-trans-4-nitro-trans-5-phenylcyclohexenes 5 as apparent from proton-proton coupling constants.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19871200222
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  • 6
    Electronic Resource
    Electronic Resource
    1-Ethoxy-1,3-butadiene durch Wittig-Alkenylierung von 3-Ethoxyacroleinen (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 4646-4648 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1-Ethoxy-1,3-butadienes by Wittig Alkenylation of 3-Ethoxyacroleins2-Alkyl-1-ethoxy-1,3-butadienes 3 as donor activated 1,3-diene components for [4+2] cycloadditions are prepared by Wittig alkenylation of 2-alkyl-3-ethoxyacroleins 1. The title compounds react with maleic anhydride to give crystallized 2-alkyl-3-ethoxy-1-cyclohexene-4,5-dicarboxylic acids 4 upon hydrolysis of the primary adduct.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851181139
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  • 7
    Electronic Resource
    Electronic Resource
    3-Alkylchinolizinium-iodide aus metalliertem α-Picolin und 3-Ethoxyacroleinen (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 2062-2065 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 3-Alkylquinolizinium Iodides from Metalated α-Picoline and 3-Ethoxyacroleins2-Alkylquinolizinium iodides 4 are obtained in good overall yields by treating lithiated 2-methylpyridine 1 with 2-alkyl-3-ethoxyacroleins 2. 3-Alkyl-4-ethoxy-1-(2-pyridyl)-3-buten-2-ols 3 are isolated as primary products which readily cyclize to give the title compounds 4 upon heating in aqueous hydrogen iodide.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190627
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  • 8
    Electronic Resource
    Electronic Resource
    5,6-Dihydro-2H-pyrane durch [4+2]-Cycloaddition von Mesoxalsäure-diethylester an 1-Alkoxy-1,3-butadiene (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 2059-2061 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 5,6-Dihydro-2H-pyrans by [4+2]-Cycloaddition of Diethyl Mesoxalate to 1-Alkoxy-1,3-butadienesThe enantiomers of diethyl 3-alkyl-2-ethoxy-5,6-dihydro-2H-pyran-6,6-dicarboxylates 3 are obtained under mild conditions in yields 〉95% by [4+2]-cycloaddition of diethyl mesoxalate 2 to 2-alkyl-1-ethoxy-1,3-butadienes 1 which are easily prepared by Wittig alkenylation of 2-alkyl-3-ethoxyacroleins.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861190626
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  • 9
    Electronic Resource
    Electronic Resource
    1,8-Dihydrobis-1,2,5-thiadiazolo[3,4-b:3′,4′-i]-1,4,8,11-tetraza[14]annulene (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 1278-1281 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,8-Dihydrobis-1,2,5-thiadiazolo[3,4-b:3′,4′-i]-1,4,8,11-tetraazal[14]annulenesThe title compounds 3a-f, disubstituted by alkyl, hydroxypropyl, and ethoxycarbonyl groups in 6,13-positions, are synthesized from 3,4-diaminothiadiazole 1 and 2-alkyl-3-ethoxyacroleins, 3,4-dihydro-2H-pyran-5-carbaldehyde, and 2-(ethoxycarbonyl)-3-hydroxyacrolein 2a-f, respectively.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851180343
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  • 10
    Electronic Resource
    Electronic Resource
    Taschenporphyrine mit intramolekularen Liganden (1986)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 119 (1986), S. 3507-3514 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Pocket Porphyrins with Intramolecular LigandsThe synthesis of phorphyrins 12 with a pocket and an intramolecularly attached pyridine ring as a ligand is described. The key step involves porphyrin cyclization of 1,3,5-benzene-tricarboxylic tris[2-(2-formylphenoxy)ethyl] ester (10), building up the pocket, and 3-[3-(4-alkyl-2-formylphenoxy)propyl]pyridine (5), introducing the pyridine ligand, with four equivalents of pyrrole (11). Preparation procedures for the starting materials are described; NMR data of the target porphyrins 12 and their assignments are tabulated.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19861191128
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