Lactone-free ginkgolides via regioselective DIBAL-H reduction.
The lactone rings of ginkgolide A are converted into corresponding tetrahydrofuran moieties via DIBAL-H reduction followed by deoxygenation of the formed lactols with Et3SiH-BF3.Et2O to produce a series of lactone-free ginkgolides.
Ishii
Hideki
H
Department of Chemistry, Columbia University, 3000, Broadway, New York, NY 10027, USA.
Dzyuba
Sergei V
SV
Nakanishi
Koji
K
D005663:Furans / Q000737:chemistry; D046934:Ginkgolides / Q000138:chemical synthesis*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
D005663:Furans; D046934:Ginkgolides; D007783:Lactones; D009942:Organometallic Compounds; C018674:tetrahydrofuran; C035719:diisobutylaluminum