STEREOSELECTIVE SYNTHESIS OF CYCLIC ETHERS

描述：该提案的目的是应用新颖的 分子内酰基自由基环化合成 重要的环醚。 尽管存在多种合成方法 这些化合物的研究，寻找增加骨骼和 立体化学灵活性继续存在。 酰基已收到 作为有机合成中的活性中间体，其关注相对有限， 尽管它们具有有效形成碳-碳键的潜力。 PI 的 初步综合研究表明，该方法可能 对于目标定向合成具有重要的实用性。 本文提出的合成研究将集中于制备 cis-kumausyne、kumausallene 以及制定可行的策略 强效抗真菌剂龙胆酸A-D。 龙胆酸A-D 代表已知最有效的抗真菌剂，其活性超过 两性霉素 B 的浓度提高了三个数量级以上，使它们 极其重要的目标。

DESCRIPTION: The aim of the proposal is the application of novel intramolecular acyl radical cyclizations to the synthesis of biologically important cyclic ethers. Although numerous methods exist for the synthesis of these compounds, the search for new methods with increased skeletal and stereochemical flexibility continues. Acyl radicals have received relatively limited attention as reactive intermediates in organic synthesis, despite their potential to efficiently form carbon-carbon bonds. The PI's preliminary synthetic studies indicate that this methodology is likely to have significant utility for target directed synthesis. The synthetic studies proposed herein will focus on the preparation of cis-kumausyne, kumausallene, and the development of a viable strategy for the potent antifungal agents gamberic acids A-D. The gamberic acids A-D represent the most potent antifungal agents known, with activity exceeding that of amphotericin B by over three orders of magnitude, making them extremely important targets.