(-)-雷公藤酚内酯和(+)-雷公藤内酯醇的催化不对称形式全合成

Catalytic Asymmetric Formal Total Synthesis of (-)-Triptophenolide and (+)-Triptolide.

作者信息

Xu Wen-Dan, Li Liang-Qun, Li Ming-Ming, Geng Hui-Chun, Qin Hong-Bo

机构信息

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.

出版信息

Nat Prod Bioprospect. 2016 Jun;6(3):183-6. doi: 10.1007/s13659-016-0100-z. Epub 2016 Apr 20.

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.