Stereocontrolled synthesis of the A/B-ring fragment of gambieric acid B: reassignment of the absolute configuration of the polycyclic ether region.
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.
Fuwa
Haruhiko
H
Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, Sendai, Japan. hfuwa@bios.tohoku.ac.jp
Goto
Tomomi
T
Sasaki
Makoto
M
D002922:Ciguatoxins / Q000138:chemical synthesis* / Q000737:chemistry; D011083:Polycyclic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D011083:Polycyclic Compounds; D002922:Ciguatoxins; C080900:gambieric acid B