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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 689-696 
    ISSN: 1434-193X
    Keywords: Ferrocene ; Asymmetric synthesis ; Nucleophilic 1,2-addition ; Hydrazones ; Cleavage reactions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The aldehydes 1 and 5 were converted to the corresponding SAMP hydrazones 2 and 6, respectively. Subsequent nucleophilic 1,2-addition of organolithium reagents to the C-N double bonds and cleavage of the N-N hydrazine bond using an excess of BH3·THF afforded (1-ferrocenylalkyl)amines (N-protection → 4) and 1,1′-bis(1-aminoalkyl)ferrocenes (N-protection → 8) in good overall yields (32-88%), with very high enantiomeric excesses (ee = 90-98%) and dl/meso ratios of up to 95:5.
    Type of Medium: Electronic Resource
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