Vinylcarbenoids in Organic Synthesis

本研究涉及金属稳定的乙烯基卡宾作为活性中间体在有机合成中的应用，其目的有三个。首先是以(-)-潘托拉内酯及其相关体系作为廉价的手性助剂与乙烯基卡宾进行不对称合成的进展。二是利用串联环丙化/COPE重排序列合成佛波醇类似物。第三个领域是在初步观察的基础上研究新的环化反应，这些反应在含有电子吸引基团的单取代乙烯基卡宾的乙烯基端显示出异常的反应活性。化学部的合成有机计划将支持维克森林大学化学系的Huw M.L.Davies博士的研究。这项研究涉及使用金属稳定的乙烯基卡宾作为有机合成中的活性中间体。这些耐人寻味的物种将被用来开发不对称合成方法。它们的用途将在几种天然产品或类似物的合成中得到证明。

This research involves the use of metal stabilized vinylcarbenoids as reactive intermediates in organic synthesis with three specific aims. First is the development of asymmetric synthesis with vinyl carbenoids using (-)-pantolactone and related systems as inexpensive chiral auxilaries. Second is the synthesis of phorbol analogues using the tandem cyclopropanation/Cope rearrangement sequence. The third area is the study of novel annulation reactions based on preliminary observations which have shown unusual reactivity at the vinyl terminus of monosubstituted vinylcarbenoids containing an electron withdrawing group. %%% With this award the Synthetic Organic Program of the Chemistry Division will support the research of Dr. Huw M.L. Davies of the Department of Chemistry at Wake Forest University. The research involves the use of metal stabilized vinylcarbenoids as reactive intermediates in organic synthesis. These intriguing and fascinating species will be used to development asymmetric synthetic methodology. Their utility will be demonstrated in the synthesis of several natural products or analogues.