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  • 1
    Electronic Resource
    Electronic Resource
    Stereoselektive Synthese von Alkoholen, X. Diastereoselektive Synthese von (-)-δ-Multistriatin (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 2802-2807 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereoselective Synthesis of Alcohols, X. Diastereoselective Synthesis of (-)-δ-MultistriatinBenzyloxyacetaldehyde (3) and the chiral boronate 4 gave diastereoselectively the homoallyl alcohols 5. This was transformed by standard operations into the alcohol 8 and ultimately into (-)δ-multistriatin ((1)) of 97% isomeric purity.
    Notes: Aus Benzyloxyacetaldehyd(3) und dem chirlalen Boronsäureester 4 erhielt man durch diastereoselektive C—C-Verknüpfung den Homoallylalkohol5. Daraus wurden durch Standardoperationen der Alkohol 8 und Weiter (-)-δ-Multistriatin (1) von 97% Isomerenreinheit dargestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140812
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  • 2
    Electronic Resource
    Electronic Resource
    Stereoselektive Synthese von Alkoholen, XVII. Stereoselektive Synthese von optisch aktivem α-Multistriatin, einem Lockstoff des Kleinen Europäischen Ulmensplintkäfers, Scolytus multistriatus (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 1165-1169 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereoselective Synthesis of Alcohols, XVII. - Stereoselective Synthesis of Optically Active α-Multistriatin, the Attractant of the Smaller European Elm Bark Beetle, Scolytus MultistriatusChiral epoxyalcohol (ent-7) and the diethylalkynylalane 9 gave diastereoselectively the diol 10. This was transformed by standard operations into the alcohol 13 and ultimately into (+)-α-multistriatin (ent-1) of 83% isomeric purity.
    Notes: Aus dem chiralen Epoxyalkohol (ent-7) und dem Diethylalkinylalan 9 erhielt man diastereoselektiv das Diol 10. Daraus wurden durch Standardoperationen der Alkohol 13 und weiter (+)-α-Multistriatin (ent-1) von 83% Isomerenreinheit dargestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840612
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Stereoselektive Synthese von Alkoholen, XVIII. Synthese von (3S,4S)-4-Methyl-3-heptanol und von (5S,6S)-Anhydroserricornin (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 1170-1179 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereoselective Synthesis of Alcohols, XVIII. - Synthesis of (3S,4S)-4-Methyl-3-heptanol and of (5S,6S)-AnhydroserricorninYeast reduction of methyl tetrahydro-4-oxo-2H-thiopyran-3-carboxylate (5) led to the β-hydroxy ester 6 of 98% diastereomeric and ca. 85% enantiomeric purity. 6 was converted into enantiomerically pure anti-4-methyl-3-heptanol (4) and via the key intermediate 11 into enantiomerically pure anhydroserricornin (3).
    Notes: Durch Hefe-Reduktion des Tetrahydro-4-oxo-2H-thiopyran-3-carbonsäure-methylesters (5) erhielten wir mit 98% Diastereoselektivität und ca. 85% Enantioselektivität den β-Hydroxyester 6. Daraus wurde enantiomerenreines anti-4-Methyl-3-heptanol (4) und über die Schlüsselverbindung 11 enantiomerenreines Anhydroserricornin (3) dargestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840613
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    Paper (German National Licenses)
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