Starting from santonin,the total syntheses of cytotoxic monomeric,dimeric and trimeric quainolides dehydrozalu...
Yong Qin West China School of Pharmacy,Sichuan University,Chengdu 610041 P.R.China Innovative Drug Research Centre,Chongqing University,Chongqing 401331,P.R.China
Details of a biogenetically inspired strategy that led to the synthesis of the hetidine-type C20-diterpenoid alka- loid skeleton are reported in this paper. Key steps of our synthesis include a C-H oxidation to convert the atis- ine-type core to the ajaconine skeleton, as well as an aza-Prins cyclization that establishes the hetidine alkaloid skeleton. An unexpected heptacyclic framework bearing a unique tricyclo[3.3.1.02.7]nonane moiety has been ob- tained during our studies, which may represent a new type of C20-diterpenoid alkaloids yet to be discovered.
Min ZhuXiaohuan LiXue SongZhixiu WangXiaoyu LiuHao SongDan ZhangFengpengWangYong Qin
