Stereocontrolled total synthesis of (-)-Eudistomin C

T Yamashita, N Kawai, H Tokuyama…

文献索引：Yamashita, Tohru; Kawai, Nobutaka; Tokuyama, Hidetoshi; Fukuyama, Tohru Journal of the American Chemical Society, 2005 , vol. 127, # 43 p. 15038 - 15039

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被引用次数: 52

摘要

A stereocontrolled total synthesis of (-)-eudistomin C was accomplished in 18-step sequence with an overall yield of 7.7%. The synthesis features the diastereoselective Pictet- Spengler reaction of a tryptamine derivative and the Garner aldehyde catalyzed by Bronsted acids, and the unprecedented construction of the unusual oxathiazepine ring by intramolecular alkylation.