Total synthesis of gambierol.
The total synthesis of gambierol has been achieved utilizing an oxiranyl anion strategy in an iterative manner. Synthetic highlights of this route include direct carbon-carbon formation on epoxides, sulfonyl-assisted 6-endo cyclization, and expansion reaction of tetrahydropyranyl rings to oxepanes to forge the polycyclic architecture of the target molecule.
Furuta
Hiroki
H
Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku, Nagoya 468-8503, Japan.
Hasegawa
Yuki
Y
Mori
Yuji
Y
D002922:Ciguatoxins / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D008968:Molecular Conformation; D013237:Stereoisomerism; D035964:Oxocins
D002922:Ciguatoxins; C435770:gambierol; D035964:Oxocins