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A novel synthesis of benzo- and indolo[a]quinolizidines by intramolecular diels-alder reaction of l-azadienes
Authors:Masataka Ihara  Tomoko Kirihara  Akihiro Kawaguchi  Keiichiro Fukumoto  Tetsuji Kametani
Institution:1. Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan;2. Institute of Medicinal Chemistry, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142, Japan
Abstract:Intramolecular Diels-Alder reaction of l-azadienes was conducted by heating the α,β-unsaturated amides (2a ~ d and 6) in the presence of trimethyl- chlorosilane, triethylamine and zinc chloride to give benzo- and indoloa]- quinolizidines (5a ~ e and 7).
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