Publications (2) View all
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Article: One‐Step Stereospecific Strategy for the Construction of the Core Structure of the 5,11‐Methanomorphanthridine Alkaloids in Racemic as well as in Optically Pure Form: Synthesis of (±)‐Pancracine and (±)‐Brunsvigine
Annalen der Chemie und Pharmacie 07/2011; 2011(24):4571 - 4587. · 3.10 Impact Factor -
Article: Stereospecific route to 5,11-methanomorphanthridine alkaloids via intramolecular 1,3-dipolar cycloaddition of nonstabilized azomethine ylide: formal total synthesis of (+/-)-pancracine.
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ABSTRACT: The core structure of the complex pentacyclic 5,11-methanomorphanthridine alkaloids is constructed stereospecifically in one step employing an intramolecular [3 + 2]-cycloaddition of nonstabilized azomethine ylide as the key step. The strategy is demonstrated by accomplishing the formal total synthesis of (+/-)-pancracine. [reaction: see text]Organic Letters 09/2005; 7(17):3713-6. · 5.86 Impact Factor