Natural product inspired synthetic methods

拟议的研究计划涉及三个主要调查领域。其中一个特点是钴催化的5-羟基戊烯的有氧氧化合成四氢呋喃，这些氧化反应在全合成中的应用，扩大了反应范围，提高了催化剂的性能。我们实验室在这一领域的最新亮点包括天然产物丁拉沙星和阿普利西林的不对称全合成。该提案中描述的一个主要合成目标是两性内酯C。第二个研究领域涉及发现供体-受体环丙烷的新反应及其在全合成中的应用。这项工作提供了新的合成吡咯、吲哚、中氮杂环和其他有用的杂环，是最近一次合成鹅膏碱的关键反应。正在进行的研究将寻找更多的年化伙伴和环丙烷基序，以及全合成的目标。第三个主要研究领域涉及基于竖井的材料的合作工作。我们小组进行了合成和进一步的研究，特别是在Ding和Semenikhin组中测量了电致化学发光和光伏响应。

The proposed research program involves three primary areas of investigation. One of these features the cobalt catalyzed aerobic oxidations of 5-hydroxy pentenes for THF synthesis, the application of these oxidations in total synthesis, expanding reaction scope and improving catalyst performance. Recent highlights in this area from our lab include the asymmetric total syntheses of the natural products bullatacin and aplysiallene. A major synthetic target described in the proposal is amphidinolide C. A second area of investigation involves the discovery of new reactions of donor-acceptor cyclopropanes and their application in total synthesis. This work has provided new syntheses of pyrroles, indoles, indolizines and other useful heterocycles, and was a key reaction in a recent total synthesis of goniomitine. Ongoing investigations will look for additional annelation partners and cyclopropane motifs, as well as targets for total synthesis. A third major area of research involves collaborative work on silole based materials. Our group performs the syntheses and further studies, particularly electrogenerated chemiluminesence and photo voltaic responses, are measured in the Ding and Semenikhin groups.