1000805-08-2Relevant academic research and scientific papers
Total synthesis of (-)-kainic acid via intramolecular michael addition: A second-generation route
Sakaguchi, Hiroshi,Tokuyama, Hidetoshi,Fukuyama, Tohru
supporting information; experimental part, p. 1711 - 1714 (2009/04/10)
A total synthesis of (-)-kainic acid starting from the commercially available 2-azetidinone is described. The key δ-lactone intermediate was concisely prepared from the commercially available azetidinone through the Reformatsky-type reaction and an introduction of a glycine moiety. The construction of the functionalized pyrrolidine ring was executed by a one-pot sequential elimination-Michael addition protocol of a β-amino-δ- lactone intermediate with high diastereoselectivity.
