1574543-65-9Relevant academic research and scientific papers
Enantioselective synthesis of SB-203207
Hirooka, Yasuo,Ikeuchi, Kazutada,Kawamoto, Yuichiro,Akao, Yusuke,Furuta, Takumi,Asakawa, Tomohiro,Inai, Makoto,Wakimoto, Toshiyuki,Fukuyama, Tohru,Kan, Toshiyuki
, p. 1646 - 1649 (2014/04/17)
Total synthesis of SB-203207 (1) was achieved, beginning with a desymmetrical C-H insertion reaction of a diazoester bearing our recently developed chiral auxiliary. Utilizing the optically active bicyclo[3.3.0]octane ring, four stereogenic centers were efficiently constructed in sequence. Finally, mild oxidation of 27 to carboxylic acid via a cyanohydrin intermediate and hydrolysis of cyanide to carboxyamide in the presence of the labile enamide group completed an efficient total synthesis of 1.
