Mass Spectra of Stereoisomers of 1-Substituted Quinolizidin-l-ol Derivatives

Abstract

Stereospecific decomposition reactions of isomeric molecules of a series of 1-substituted quinolizidin-l-ols have been examined by using electron ionization mass spectra (EI-MS). Inspection of the MS indicates that the molecular ion and the other ions ([M-17] ⁺, m/z154 and 168) for cis-isomers are much more abundant than those for trans-isomers. The configurations of epimers can be distinguished on the basis of the relative intensities of the molecular ion, the ions corresponding to [M-1] ⁺, [M-17] ⁺ and [M-29] ⁺, and the ions at m/z 154 and 168 in El-MS, and the peaks due to elimination of a hydroxyl radical from the molecular ion in the ion kinetic energy spectra.