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  • INOC  (1)
  • 2000-2004  (1)
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  • 2000-2004  (1)
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    Electronic Resource
    Electronic Resource
    From Amino Acids to Fused Chiral Pyrrolidines and Piperidines via the INOC Route (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 645-655 
    Details
    ISSN: 1434-193X
    Keywords: INOC ; Pyrrolidines ; Piperidines ; Stereoselective synthesis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Intramolecular nitrile oxide olefin cycloaddition (INOC) reactions of oximes 1-3 and of 24-27 derived from L-amino acids have been found to proceed stereoselectively, yielding tricyclic fused pyrrolidines and piperidines. Further manipulation led to chiral hydroxymethyl-substituted fused piperidines 33-35 and to 3-amino-4-(1-hydroxypropyl)-2-mercaptomethyl-N-methylpiperidine (36). The structures and stereochemistries of the fused systems, as well as those of the piperidines, have been established by NMR.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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