title: Stereoselective syntheses of the C'D'E'F'-ring system of maitotoxin and the FG-ring system of gambierol.
abstract: [structure: see text]. The stereoselective syntheses of the C'D'E'F'-ring system of maitotoxin and the FG-ring system of gambierol were accomplished. The key steps involve 6-endo-cyclization of methylepoxide, SmI2-induced reductive cyclization, 6-endo-cyclization of vinylepoxide, and formation of the lactone ring.
authors.affiliation: RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Sakamoto
authors.forename: G
authors.initials: G
authors.lastname: Matsuo
authors.forename: H
authors.initials: H
authors.lastname: Matsukura
authors.forename: T
authors.initials: T
authors.lastname: Nakata
mesh_terms: D002922:Ciguatoxins; D004988:Ethers, Cyclic / Q000737:chemistry*; D008387:Marine Toxins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D035964:Oxocins; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D000095702:Polyether Toxins
chemical_list: D002922:Ciguatoxins; D004988:Ethers, Cyclic; D008387:Marine Toxins; D035964:Oxocins; D011083:Polycyclic Compounds; C435770:gambierol; C020394:maitotoxin; D000095702:Polyether Toxins