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Addition of Nucleophiles to Immonium Galanthamines
Author(s) -
Hametner Christian,
Hemetsberger Margit,
Treu Matthias,
Mereiter Kurt,
Jordis Ulrich,
Fröhlich Johannes
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400274
Subject(s) - chemistry , nucleophile , iodide , halide , cyanide , nuclear magnetic resonance spectroscopy , nucleophilic addition , nucleophilic substitution , stereochemistry , medicinal chemistry , organic chemistry , catalysis
Four galanthamine derivatives were converted into immonium bromides by treatment with NBS. The nucleophilic addition of cyanide and methylmagnesium iodide to these galanthaminium halides was studied and the structures and conformations of two products were investigated by NMR spectroscopy and X‐ray diffraction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)