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Paper | Special issue | Vol 37, No. 1, 1994, pp.387-400
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S20
Synthesis of Hybrid Tilivallines and Their 11-Cyano Analogs

Nobuyuki Matsunaga, Toyohiko Aoyama, and Takayuki Shioiri*

*Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan

Abstract

Hybrid tilivallines (4), derived from tilivalline (1a) and anthramycin (2) or tomaymycin (3), and their 11-cyano analogs (15) have been efficiently synthesized from the acetal amides (7a, b) : the key step is an intramolecular Mannich type cyclization accompanied with introduction of indole or nitrile function.