Oxidation Reaction of Bis-Quinolizidine System: Synthesis of New 2-Methyl-17-Oxosparteine and 2-Methyl-α-Isosparteine

Author(s): Beata Jasiewicz, Wladyslaw Boczon.

Journal Name: Letters in Organic Chemistry

Volume 4 , Issue 1 , 2007

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Susceptibilities of two bis-quinolizidine systems: 2-methylsparteine and 2-phenylsparteine to oxidation reaction using K3Fe(CN)6, KMnO4 and Hg(CH3COO)2 have been determined. Of these two derivatives only 2-methylsparteine has been found to undergo oxidation giving new 2-methyl-17- oxosparteine and 2-methyl-α-isosparteine. The structures of the new compounds have been established by IR, MS and NMR spectroscopies. The experimental evidence has been supported by DFT calculations.

Keywords: Sparteine derivatives, oxidation reaction, IR, MS, 1H and 13C NMR spectroscopy, DFT calculations

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Article Details

Year: 2007
Page: [27 - 31]
Pages: 5
DOI: 10.2174/157017807780037423

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