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An Improved Stereocontrolled Route to cis-Erythrinanes by Combined Intramolecular Strecker and Bruylants Reaction
Authors:Eberhard?Reimann  author-information"  >  author-information__contact u-icon-before"  >  mailto:ebrei@cup.uni-muenchen.de"   title="  ebrei@cup.uni-muenchen.de"   itemprop="  email"   data-track="  click"   data-track-action="  Email author"   data-track-label="  "  >Email author,Christian?Ettmayr
Affiliation:(1) Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, D-81377 München, Germany
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
Keywords:. Alkaloids   Spiro compounds   Diastereoselective cyclizations   Iodine-magnesium exchange reaction.
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