9 Isotrilobineの立体配座

概要

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The conformations of some macro-ring compounds have recently been studied to report important conclusions that such a ring is fixed in one conformation in spite of their considerable flexibility indicated by examinations of molecular models. From such a point of view, a series of biscoclaurine type compounds are very interesting to investigate their conformations. The chemical structure and configuration of isotrilobine (I) were already elucidated: it possesses 18-membered macro-ring consisting of bisbenzylisoquinoline bonded by ether linkage. Isotrilobine was selected as the first example in our conformational studies of biscoclaurine type compounds, because it is assumed to be rather inflexible than the others. Proton magnetic multiple resonance spectra at 100MHz of isotrilobine in a pyridine-d_5 solution have been examined to reveal its possible conformation mainly by studying their spin-decoupling features and so-called intramolecular nuclear Overhauser effects developed recently.
天然有機化合物討論会の論文
1968-09-20