Ir-catalyzed oxidative desymmetrization of meso-diols.
The catalytic oxidative desymmetrization of meso-diols was realized using a chiral iridium catalyst. In particular, the reaction is effective for the cyclic diols to give the corresponding hydroxy ketones in high chemical yields with high ee's. With this reaction as a key step, a short-step synthesis of common intermediate of ottelione and scyphostatin was achieved.
Suzuki
Takeyuki
T
The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan. suzuki-t@sanken.osaka-u.ac.jp
Ghozati
Kazem
K
Katoh
Tadashi
T
Sasai
Hiroaki
H
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D007495:Iridium / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000438:Alcohols; D007659:Ketones; D007495:Iridium