Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.
Catalytic asymmetric formal synthesis of (-)-Triptophenolide and (+)-Triptolide have been achieved. Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon. Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate, which assured a formal total synthesis of (-)-Triptophenolide and (+)-Triptolide.
State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, Yunnan, People's Republic of China.|University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
Wen-Dan
WD
Xu
State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, Yunnan, People's Republic of China.|University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
Liang-Qun
LQ
Li
Yunnan Baiyao Group Corporation Limited, Kunming, 650032, People's Republic of China.
Ming-Ming
MM
Li
State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, Yunnan, People's Republic of China.|University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
Hui-Chun
HC
Geng
State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, Yunnan, People's Republic of China. qinhongbo@mail.kib.ac.cn.
Hong-Bo
HB
Qin
Catalytic asymmetric; Total synthesis; Triptolide; Triptophenolide