Mass spectrometric determination of the configuration of 2‐methyl‐and 1,2‐dimethyl‐4‐vinyl‐ethinyl(<i>n</i>‐butyl)‐4‐hydroxyperhydroquinolines

Abstract

Abstract The configuration at C‐2 and C‐4 in the molecules of 2‐methyl‐ and 1,2‐dimethyl‐4‐vinylethinyl( n ‐butyl)‐4‐hydroxyperhydroquinolines was determined by mass spectrometry. The principal conclusions concerning the stereochemistry were made on the basis of differences in the values of the I [M−15] + /I [M] + ·, I [M−17] + /I [M] + ·, I[ M−43] + /I [M] + · and I [M−57] + /I [M] + · ratios in the mass spectra of the epimeric vinylethinylic alcohols, and of the I [M−15] + /I [M] + · and I [M−15] + /I [M] + · ratios in the case of the n ‐butylic alcohols.