Journal of Organic Chemistry 2001-01-01

Synthesis of Antitumor Lycorines by Intramolecular Diels-Alder Reaction.

Dolores P_rez, Gema Bur_s, Enrique Guiti_n, Luis Castedo

Index: J. Org. Chem. 61(5) , 1650-1654, (1996)

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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.