Exploiting Oxetanes with alpha-Unsaturation

这个项目的中心是进一步探索2-亚甲氧杂环己烷、1，5-二氧杂-螺环[3.2]己烷、4-氧杂螺[2.3]己烷和3-亚烷基-2-亚甲基氧杂环，它们是具有有用反应活性的应变杂环。改进获得一系列3-亚烷基-2-亚甲氧基乙烷的途径将使人们能够初步检查这些化合物作为脂肪酸合成酶抑制剂的用途。初步研究表明，可以用这种方法获得新的含有氧杂环烷的核苷，这些核苷可能用作抗病毒或抗细菌药物。此外，还将研究一种新的、机械上有趣的方法来实现四氢呋喃的有效功能化。凭借这一奖项，有机和高分子化学计划支持康涅狄格大学化学系的艾米·R·豪厄尔教授的研究。豪厄尔教授的研究努力围绕着利用不寻常的、紧张的杂环作为高效有机合成的支架。这种化学将有助于制备新颖的、具有生物意义的小分子，并将对制药和农业部门产生影响。

This project is centered on the further exploration of 2-methyleneoxetanes, 1,5-dioxa-spiro[3.2]hexanes, 4-oxaspiro[2.3]hexanes and 3-alkylidene-2-methyleneoxetanes, strained heterocycles with useful reactivities. Improved access to a range of 3-alkylidene-2-methyleneoxetanes will allow preliminary examination of the utility of these compounds as inhibitors of fatty acid synthases. Initial studies have shown that novel, oxetane-containing nucleosides, which may serve as anti-viral or anti-bacterial agents, can be accessed with this methodology. In addition, a new, mechanistically interesting approach to usefully functionalized tetrahydrofurans will be investigated.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Amy R. Howell of the Department of Chemistry at the University of Connecticut. Professor Howell's research efforts revolve around exploiting unusual, strained heterocycles as scaffolds for efficient organic synthesis. Such chemistry will contribute to the preparation of novel, biologically interesting small molecules and will have an impact on the pharmaceutical and agricultural sectors.