| Abstract
| - A practical total synthesis of 26-(1,3-dioxolanyl)-12,13-desoxyepothilone B (26-dioxolanyl dEpoB)was accomplished in a highly convergent manner. A novel sequence was developed to produce thevinyl iodide segment 17 in high enantiomeric excess, which was used in a key B-alkyl Suzuki merger.Subsequently, a Yamaguchi macrocyclization formed the core lactone, while a selective oxidationand a late stage Noyori acetalization incorporated the dioxolane functionality. Sufficient amountsof synthetic 26-dioxolane dEpoB were produced using this sequence for an in vivo analysis in micecontaining xenograft CCRF−CEM tumors.
|
