Synthesis and Chemistry of Bridgehead Alkenes

肯尼斯·J·谢伊博士的这项研究计划将得到加州大学欧文分校化学系有机合成计划的支持。首席研究员将研究碳-碳双键，即所谓的烯基，在结构条件下的化学和物理性质，这种结构条件将在几何控制的、定义明确的条件下扭曲不饱和键。这些性质的变化将被用来开发合成复杂结构的新方法。碳-碳双键可能是有机化学中最普遍的官能团。这种官能团的化学和光谱性质可以通过扭转双键脱离共面而显著改变。这个项目涉及合成含有扭曲的碳-碳双键的分子。这项合成工作提供了一些分子，可以研究碳-碳双键的化学和光谱性质如何对扭曲做出反应。一个特别有趣的前景是确定可能对特定分子变形特别敏感的反应流形。它还打算利用具有扭曲双键的分子作为合成立体化学复杂天然产物的关键中间体。

This research program of Dr. Kenneth J. Shea will be supported by the Organic Synthesis Program in the Department of Chemistry at the University of California at Irvine. The principal investigator will investigate the chemical and physical properties of the carbon-carbon double bond, the so-called olefinic group, under structural conditions that will distort the unsaturated linkage under geometrically controlled, well defined conditions. The changes in properties will be utilized to develop new methods of synthesizing complex structures. The carbon-carbon double bond is perhaps the most ubiquitous functional group in organic chemistry. The chemical and spectroscopic properties of this functional group may be significantly modified by twisting the double bond out of coplanarity. This project involves the synthesis of molecules that contain twisted carbon-carbon double bonds. The synthetic effort makes available molecules that permit study of how the chemical and spectroscopic properties of carbon-carbon double bonds respond to twisting. One particularly interesting prospect is to identify reaction manifolds that may be particularly sensitive to specific molecular deformations. It is also the intention to utilize molecules with twisted double bonds as key intermediates in the synthesis of stereochemically complex natural products.