SYNTHESIS OF POLYPROPIONATE DERIVED NATURAL PRODUCTS

描述：(首席调查者)这项研究建议反映了我们的 在以下背景下对开发新试剂的普遍兴趣 非循环立体控制。一旦反应方法学取得成功 在开发阶段，它被用于不对称合成络合物 可能与人类疾病治疗相关的有机分子 疾病。长期目标是最终实现 TH大环内酯类抗生素，鲁他霉素B，寡霉素C， 齐墩果脂、盘状内酯和蛋白酶体抑制剂lactacystin。在……里面 对此，我们打算1.探索加倍的范围 手性烯丙基硅烷试剂与手性的立体区分反应 醛伙伴。这项研究将被用来确定它们的潜力 聚丙酸酯组合物以及邻氨基醇的用途。AS 这项技术的新方向我们将开发新的方法来 含C中心手性的新型烯丙基硅烷试剂的合成 烯丙基硅烷和β-取代(E)-巴豆基硅烷。这些方法 包括开发手性Lewis酸以促进不对称(2，3) 和(3，3)-Sigmatroous过程。2.争取完成综合 聚丙酸类大环内酯类抗生素、鲁他霉素B和寡霉素 进行大环内酯类抗生素齐墩果酯的全合成。 4.追求微管稳定剂的全合成 盘状避孕药。5.追求特殊氨基酸的全合成 ()-lactacystin。

DESCRIPTION: (Principal Investigator's) This research proposal reflects our general interest in the development of new reagents in the context of acyclic stereocontrol. Once the reaction methodology has achieved success in the development stage, it is used in the asymmetric synthesis of complex organic molecules that may have relevance in the treatment of human diseases. The long term objectives are the eventual achievement of the asymmetric synthesis of th macrolide antibiotics, rutamycin B, oligomycin C, oleanolide, discodermolide, and the proteosome inhibitor lactacystin. In this regard, we intend to 1. explore the scope of double stereodifferentiating reactions of chiral allylsilane reagents with chiral aldehyde partners. This study will be used to determine their potential utility for polypropionate assemblage as well as vicinal amino alcohols. As a new direction for this technology we will develop novel approaches to the synthesis of new allylsilane reagents bearing C-centered chirality; allylsilanes and beta-substituted (E)-crotylsilanes. These approaches include the development of chiral Lewis acids to promote asymmetric (2,3) and (3,3)-sigmatropic processes. 2. Pursue the completion of the synthesis of polypropionate derived macrolide antibiotics, rutamycin B and oligomycin C. 3. Pursue the total synthesis of the macrolide antibiotic oleanolide. 4. Pursue the total synthesis of the microtubule stabilizing agent discodermolide. 5. Pursue the total synthesis of unusual amino acid (+)-lactacystin.