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Synthetic studies on the application of the intramolecular azide-alkene 1,3-dipolar cycloaddition reaction in the construction of the core structure of complex alkaloids

Research paper by Irene de Miguel, Marina Velado, Bernardo Herradón, Enrique Mann

Indexed on: 10 Jun '16Published on: 08 Jun '16Published in: Tetrahedron



Abstract

Synthesis of the core skeletons of the polycyclic alkaloids lycopodine and porantherine has been accomplished employing as a key step an Intramolecular Azide-Olefin Cycloaddition reaction (IAOC)/enamine addition/Mannich cascade reaction. Applying this methodology, the first synthesis of C15-desmethyl lycopodine has been developed.

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