Total synthesis of natural (-)-ptaquilosin, the aglycon of a potent bracken carcinogen ptaquiloside, and the (+)-enantiomer and their DNA cleaving activities

Article abstract of DOI:10.1021/ja00061a003

The total synthesis of natural (-)-ptaquilosin (2) the aglycon of a potent carcinogen ptaquiloside (1) from bracken fern and its (+)-enantiomer (2) has been achieved starting with (+)-dimenthyl (1,2R)-cyclopentane-1,2-dicarboxylate. The synthesis proceeds