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Communication | Regular issue | Vol 20, No. 7, 1983, pp.1239-1242
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1239
The Quaterization of cis and trans 1-Hydroxyquinolizidine

Luis Castedo and Ricardo Riguera

*Facultad de Química y Sección de Alcaloides, Deparamento de Química Orgánica, C. S. I. C., Santiago de Compostela, Spain


C-1-Hydroxyquinolizidine I gave with Mel a trans-fused quinolizidine methiodide II formerly believed to have a cis-fused structure. The t-1-hydroxyquinolizidine epimer III gave a mixture of two methiodides IV and V having trans and cis-fused quinolizidine structures respectively. Methiodide V exhibits temperature dependent nmr spectra (C-13 and 200 MHz 1H nmr) indicative of a conformational equilibrium.