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  • 3,7-Dioxabicyclo[3.3.0]octanes  (1)
  • Nitrile hydrogen halide adducts  (1)
  • α-Amino-β-(trimethylsiloxy)carboxylic acid esters, β-elimination  (1)
Source
Material
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Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Syntheses of Heterocycles by Intramolecular Acylation of Nitrile-Hydrogen Halide Adducts (1973)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 12 (1973), S. 119-126 
    Details
    ISSN: 0570-0833
    Keywords: Heterocycles ; Intramolecular reactions ; Acylation ; Nitrile hydrogen halide adducts ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Five-membered, six-membered, and seven-membered aza-, diaza-, and thiazaheterocycles can be prepared by cyclization of. ω-cyano carboxylic acid halides in the presence of hydrogen halides in aprotic solvents. Nitrile-hydrogen halide adducts occur as intermediates in this novel heterocycle synthesis of wide application. The acylating cyclizations of nitriles in protonic media, which proceed via imidic esters or amides, are not discussed.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.197301191
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Reaktionen der Trialkylsilyl-trifluormethansulfonate, XII. Aldol-Additionsreaktionen mit 2,6-Bis(trimethylsiloxy)thiophen-Synthese bicyclischer γ-Lactone (1992)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 615-620 
    Details
    ISSN: 0170-2041
    Keywords: Thiophenes ; 3,7-Dioxabicyclo[3.3.0]octanes ; Aldol additions ; Lactones ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of Trialkylsilyl Trifluoromethanesulfonates, XII.  -  Aldol-Type Reactions with 2,6-Bis(trimethylsiloxy)thiophene Synthesis of Bicyclic γ-LactonesIn the presence of trimethylsilyl triflate (2) aromatic aldehydes 4 react with 2,6-bis(trimethylsiloxy)thiophene (3) to yield the 3,4-disubstituted thiosuccinic anhydrides 5. By hydrolysis of the products 5 in the presence of lead acetate the diaryl-substituted cis-bislactones 8 are obtained. Dialkyl-substituted cis-bislactones 10 are formed in a aldol addition of aliphatic aldehydes 9 to 3 catalysed by zinc chloride and subsequent hydrolysis of the intermediates. The synthesis of 3,4-bis(dialkoxyalkyl)thiosuccinic anhydrides 7 is achieved by the reaction of 3 with carboxylic acid orthoesters 6 catalysed by 2.
    Additional Material: 11 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1992199201105
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Reaktionen der Trialkylsilyl-trifluormethansulfonate, X. N-(Trifluoracetyl)-α,β-didehydro-α-aminosäureester durch Trimethylsilanol-Eliminierung aus 2-[(Trifluoracetyl)amino]-3-(trimethylsiloxy)carbonsäureestern (1991)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1991 (1991), S. 11-17 
    Details
    ISSN: 0170-2041
    Keywords: α-Amino-β-(trimethylsiloxy)carboxylic acid esters, β-elimination ; α,β-Didehydro α-amino acid esters ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of Trialkylsilyl Trifluoromethanesulfonates, X. - N-(Trifluoroacetyl)-α,β-didehydro-α-amino Carboxylic Acid Esters from 2-(Trifluoroacetyl)amino]-3-(trimethylsiloxy)carboxylic Acid Esters by Elimination of Trimethylsilanolα-Amino-β-(trimethylsiloxy)carboxylates 4 are obtained by trimethylsiloxy alkylation of the ketene acetal 1 with aldehydes 2 in the presence of trimethylsilyl triflate (3). β-Elimination of trimethylsilanol from the esters 4 by means of trifluoroacetic acid anhydride (8) or methanesulfonic acid anhydride (15) yields (Z)-didehydro amino acid esters 7. The course of the elimination reaction is studied.
    Additional Material: 8 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199119910103
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    Paper (German National Licenses)
    Fulltext
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