title: Stereocontrolled synthesis of the A/B-ring fragment of gambieric acid B: reassignment of the absolute configuration of the polycyclic ether region.
abstract: Stereocontrolled synthesis of the A/B-ring fragment of the originally assigned structure of gambieric acid B and its possible diastereomers has been accomplished. Detailed comparison of their 1H and 13C NMR data with those of the corresponding moiety of the natural product culminated in a stereochemical reassignment of the absolute configuration of the polycyclic ether region of gambieric acid B.
authors.affiliation: Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, Sendai, Japan. hfuwa@bios.tohoku.ac.jp
authors.forename: Haruhiko
authors.initials: H
authors.lastname: Fuwa
authors.forename: Tomomi
authors.initials: T
authors.lastname: Goto
authors.forename: Makoto
authors.initials: M
authors.lastname: Sasaki
mesh_terms: D002922:Ciguatoxins / Q000138:chemical synthesis* / Q000737:chemistry; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011083:Polycyclic Compounds; D002922:Ciguatoxins; C080900:gambieric acid B