440320-30-9Relevant academic research and scientific papers
Stereocontrolled synthesis of the ABCDE ring moiety of ciguatoxin CTX3C
Kobayashi, Shoji,Takahashi, Yusuke,Komano, Kazuo,Alizadeh, Babak H.,Kawada, Yuuya,Oishi, Tohru,Tanaka, Shin-Ichiro,Ogasawara, Yoshihiro,Sasaki, Shin-Ya,Hirama, Masahiro
, p. 8375 - 8396 (2007/10/03)
The ABCDE ring moiety of ciguatoxin CTX3C, a major causative agent of ciguatera poisoning, was stereoselectively synthesized. The key transformations are a chiral auxiliary-based asymmetric alkylation and an asymmetric aldol condensation, which controlled
Convergent synthesis of the ABCDE ring system of ciguatoxin CTX3C
Maruyama, Megumi,Inoue, Masayuki,Oishi, Tohru,Oguri, Hiroki,Ogasawara, Yoshihiro,Shindo, Yumi,Hirama, Masahiro
, p. 1835 - 1851 (2007/10/03)
Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative-agents of ciguatera seafood poisoning. The structure of CTX3C spans over three nanometers and is characterized by thirteen ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the ABCDE ring fragment featuring (i) alkylative coupling of the AB ring and E ring, and (ii) ring-closing olefin metathesis.
Convergent synthesis of the ABCDE ring framework of ciguatoxin
Maeda, Kenji,Oishi, Tohru,Oguri, Hiroki,Hirama, Masahiro
, p. 1063 - 1064 (2007/10/03)
An alkylation-metathesis sequence is shown to be a powerful method to synthesize the ABCDE ring framework of ciguatoxin 1.
