SYNTHESIS OF THAPSIGARGIN ANALOGS

这项拟议的研究探索了一种综合战略，将提供 获得肿瘤促进剂thapsigargin的类似物(1)。新的 两种金属介导型合成方法的改编将是 检查过了。首先，环庚烯模板10的合成将延长 用于已知的选择性功能化的可用协议 手性烯丙基钼配合物2.第二，钯催化 烯炔10的环异构化将作为一种手段进行研究 形成了高度取代的双环[5.3.0]正十二烷体系。功能性 将继续对结果产品进行小组操作，以提供 三环化合物21。博士后培养的具体目标 任命是收购这一合成目标，以及 对上述方法进行了验证。然而， 对映体富集靶21代表潜在的一般 用于制备他西格尔金和其他类似物的前体 愈创木天然产物。

The proposed research explores a synthetic strategy which will provide access to analogs of the tumor promoter thapsigargin (1). New adaptations of two metal-mediated synthetic methodologies will be examined. First, the synthesis of cycloheptene template 10 will extend available protocols for the selective functionalization of the known chiral allylmolybdenum complex 2. Second, palladium-catalyzed cycloisomerization of enyne 10 will be investigated as a means for forming a highly substituted bicyclo[5.3.0]decane system. Functional group manipulation of the resulting product will be pursued to provide tricyclic compound 21. The specific goals for the postdoctoral appointment are the acquisition of this synthetic target, as well as the validation of the methods mentioned above. However, the enantiomerically enriched target 21 represents a potentially general precursor for the preparation of analogs of thapsigargin and other guaiane natural products.