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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 109-113 
    ISSN: 0170-2041
    Keywords: Liquid crystals ; Carbohydrates ; L-ribo-, D-lyxo-1,2,3,4-Alkanetetrols ; Wittig olefination ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Wittig olefinations of 2,3-O-isopropylidene-D-ribofuranose (1) with two equivalents of alkylidenetriphenylphosphorane (alkylidene: hexylidene  -  undecylidene) followed by hydrogenation catalyzed by palladium on carbon and subsequent deprotection yield (2R,3S,4S-(“L-”ribo)-1,2,3,4-alkanetetrols 5. These amphiphiles form the smectic A mesophase on melting. However, when 1 is heated with one equivalent of the alkylidenetriphenylphosphoranes for longer periods, (2R,3S,4R)-(“D-lyxo”)-1,2,3,4-alkanetetrol-type products 4 predominate.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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