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Synthesis of Antitumor Lycorines by Intramolecular Diels-Alder Reaction
Dolores Pérez1, Gema Burés, Enrique Guitián
1Departamento de Química Orgánica, Universidad de Santiago, and Sección de Alcaloides del CSIC, 15706 Santiago de Compostela, Spain.
The Journal of Organic Chemistry
|March 8, 1996
Abstract:
Pharmacologically interesting lycorines were obtained by a short, efficient method based on an intramolecular Diels-Alder reaction between an alpha-pyrone and an alkyne, followed by loss of CO(2) in a retro Diels-Alder reaction. The cyclization precursors (pyrones 9) were obtained in good yields in two or three steps from the corresponding homophthalic acid or anhydride.