Abstract
The stereochemistry of a number of the 9a-substituted quinolizidine methiodides was established, and confirmed from their 13C-nuclear magnetic resonance (NMR) spectra. The N+-methyl signals of the trans 9a-substituted quinolizidine methiodides were found to appear at lower field than those of the corresponding cis methiodides except for the 9a-cyano methiodides in their NMR spectra. On quaternization of the 9a-substituted quinolizidines with methyliodide, the formation of the cis methiodide vs. the corresponding trans methiodide increased according to the order of the bulkiness of the 9a-substituents as CH2NO2>CH2OH>CH2>CN>H.
