Enantioselective total synthesis of otteliones A and B.
Enantioselective total synthesis of otteliones A and B was accomplished. The key steps are radical cyclization of an alpha-iodoketone to construct the cis-hydrindanone skeleton and Suzuki-Miyaura coupling to incorporate the aromatic group. (+)-Ottelione A was converted to (-)-ottelione B on treatment with NaOH in THF.
Chen
Cheng-Hui
CH
Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan, ROC.
Chen
Yu-Kai
YK
Sha
Chin-Kang
CK
D003512:Cyclohexanones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D003512:Cyclohexanones; C468748:ottelione A; C468747:ottelione B