The mass spectra of a number of the epimeric 1,2-dimethyl-4-alkyl-4-hydroxydecahydroquinolines (alkyl: C z C H , CH=CH,, C,H, and COCH,) have been studied. The configuration at C-2 and C-4 in these molecules is proposed on the basis of the data obtained. Some aspects of the fragmentation pathways under electron-impact are discussed.
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[H-151+/I[xl+., IIH-l,~+/I~ar~+.. I[l-n31+/I[ar~+. and IIM-,,~+/I[y~+. ratios in the mass spectra of the epimeric vinylethinylic alcohols, and of the I~x -l s~+ / I~x l + . and I~M-s,l+/I~arl+. ratios in the case of the n-butylic alcohols CONTINUING work on the mass spectrometric determination of the configuration of the 4-substituted 2-methyl-4-hydro~yperhydroquinolines,~ we studied the mass spectra of the 2-and 4-epimers of 1,2-dimethyl-(IIIa to IIIc) and 2-methyl-4-vinylethinyl-4-
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