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Synthesis and NMR elucidation of novel penta‐cycloundecane amine derivatives as potential antituberculosis agents
Author(s) -
Onajole Oluseye K.,
Govender Thavendran,
Makatini Maya,
Kruger Hendrik G.
Publication year - 2008
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2305
Subject(s) - chemistry , amine gas treating , carbon 13 nmr , stereochemistry , combinatorial chemistry , nmr spectra database , two dimensional nuclear magnetic resonance spectroscopy , carbon skeleton , nuclear magnetic resonance spectroscopy , computational chemistry , organic chemistry , spectral line , physics , astronomy
The synthesis and NMR elucidation of five novel penta‐cycloundecane amine derivatives are reported. These compounds are potential antituberculosis agents. The 1 H and 13 C spectra showed major overlapping of methine signals of the cage skeleton making it extremely difficult to elucidate these compounds. The overlapping occurs as a result of the additions made to the carbonyl carbon (C‐8/C‐11) of the cage. The two‐dimensional NMR technique proved to be a useful tool in overcoming this problem. All compounds reported are meso compounds thereby not only simplifying the NMR structure elucidation, but also making it indeed possible. Copyright © 2008 John Wiley & Sons, Ltd.

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