Stereospecific Route to 5,11 -Methanomorphanthridine Alkaloids via Intramolecular 1,3-Dipolar Cycloaddition of Nonstabilized Azomethine Ylide:Formal Total Synthesis of (+-)-Pancracine

摘要

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.