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  • 1
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Trialkylsilyl Trifluoromethanesulfonates, IV.  -  1,3-Trialkylsiloxy Shift - a New Rearrangement Reaction During the Silylation of NitroalkanesNitroalkanes 1 with C — H bonds in β-position react with two-fold molar amounts of trialkylsilyl triflates 2 in the presence of triethylamine to yield 2-(trialkylsiloxy)oxime O-trialkylsilyl ethers 5 by 1,3-trialkylsiloxy shift. Oxime ethers 5 are also obtained by reaction of aci-nitroalkane trialkylsilyl esters 3 with molar quantities of silylation reagents 2. The dependence of the reaction from the nature of the nitroalkane 1 and the alkyl groups in the silylation reagent 2 is investigated.
    Notes: Nitroalkane 1 mit C—H-Funktionen in β-Position ergeben bei der Silylierung mit doppelt molaren Mengen Trialkylsilyl-triflaten 2 in Gegenwart von Triethylamin unter 1,3-Trialkylsiloxy-Verschiebung 2-(Trialkylsiloxy)oxim-O-trialkylsilylether 5. Die Oximether 5 resultieren ebenso aus der Umsetzung von aci-Nitroalkan-trialkylsilylestern 3 mit molaren Mengen Silylierungsagens 2. Die Abhängigkeit der Reaktion von der Struktur der Nitroalkane 1 und der Raumerfüllung der Alkylreste am Silylierungsagens 2 wird untersucht.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1456-1465 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Trialkylsilyl Trifluoromethanesulfonates, V. - Synthesis and Reactions of N,N-Bis(trialkylsiloxy)-1-alken-1-aminesNitroalkanes 1 react with trialkylsilyl triflates 2 in the presence of triethylamine to yield N,N-bis(trialkylsiloxy)-1-alken-1-amines (nitrosoalkene acetals) 4, which are rearranged to give 2-(trialkylsiloxy)oxime O-trialkylsilyl ethers 6 by heating or by Lewis acids. 2-Amino-aldoxime O-trialkylsilyl ethers 8 or 2-aminoaldoximes 9 are obtained by reaction of amines 7 with the acetals 4.
    Notes: Nitroalkane 1 reagieren mit Trialkylsilyl-triflaten 2 in Gegenwart von Triethylamin zu N,N-Bis(trialkylsiloxy)-1-alken-1-aminen (Nitrosoalken-acetale) 4, die thermisch oder durch Lewis-Säuren in 2-(Trialkylsiloxy)oxim-O-trialkylsilylether 6 umgelagert werden. Durch Umsetzung der Acetale 4 mit Aminen 7 erhält man 2-Aminoaldoxim-O-trialkylsilylether 8 bzw. 2-Aminoaldoxime 9.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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