An Improved Stereocontrolled Route to <Emphasis Type="Italic">cis</Emphasis>-Erythrinanes by Combined Intramolecular <Emphasis Type="Italic">Strecker</Emphasis> and <Emphasis Type="Italic">Bruylants</Emphasis> Reaction |
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| Authors: | Email author" target="_blank">Eberhard?ReimannEmail author Christian?Ettmayr |
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| Institution: | (1) Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, D-81377 München, Germany |
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| Abstract: | Summary. Condensation of (2-iodophenyl)ethylamines with cyclohexanoylacetaldehyde provided the corresponding aldimines which were reduced yielding secondary phenethylcyclohexanoylethylamines. These in turn were appropriate intermediates to prepare several erythrinanes by a sequential intramolecular Strecker and intramolecular Bruylants reaction. In contrast, the C-ring homologue schelhammeranes were not available on this route.Part of PhD thesis, LMU München, D |
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| Keywords: | , Alkaloids, Spiro compounds, Diastereoselective cyclizations, Iodine-magnesium exchange reaction, |
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