1233221-70-9Relevant academic research and scientific papers
Total synthesis of (-)-tetrodotoxin from D-glucose: A new route to multi-functionalized cyclitol employing the ferrier(II) reaction toward (-)-tetrodotoxin
Akai, Shoji,Seki, Hidehito,Sugita, Naoki,Kogure, Tomokazu,Nishizawa, Naoki,Suzuki, Katsuhiko,Nakamura, Yutaka,Kajihara, Yasuhiro,Yoshimura, Juji,Sato, Ken-Ichi
experimental part, p. 279 - 287 (2010/06/17)
Total synthesis of (-)-tetrodotoxin (TTX) from D-glucose is described. As a critical transformation step for synthesizing TTX, a key multi-functionalized cyclitol was prepared from D-glucose employing the Ferrier(II) reaction. Stereospecific introduction of three functionalized branched chains were achieved via Peterson olefination and spiro α-chloroepoxidation of the corresponding carbonyl derivatives.
