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Communication | Special issue | Vol 52, No. 2, 2000, pp.591-593
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S109
A Facile Synthetic Method of ABCD Ring System of Antitumor Alkaloid Camptothecin via Intramolecular Hetero Diels-Alder Reaction

Masahiro Toyota,* Chiyo Komori, and Masataka Ihara*

*Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan


ABCD ring system of antitumor alkaloid camptothecin (1), basic framework of nothapodytine B (2), was prepared from 2-chloro-3-hydroxy-methylquinoline (4) in 7 steps. The key reaction involves intramolecular hetero Diels-Alder reaction.