Electrocyclic Reactions in Organic Synthesis

合成有机项目将支持卫斯理大学化学系的Peter A. Jacobi博士的研究，通过成就更新奖的方式。他将继续发展制备含环有机分子的方法。这种特殊的工艺，称为双杂环，提供了具有完全区域化学控制的熔环呋喃。Jacobi博士方法的关键要素是恶唑和乙炔之间的分子内Diels-Alder反应。除了双杂环的工作，串联异位重排将用于乙炔醇或烯酮转化为亚甲基环戊酮或苯酚。一些天然存在的酚类和倍半萜的合成将说明该方法的有用性。

The Synthetic Organic Program will support the research of Dr. Peter A. Jacobi of the Department of Chemistry at Wesleyan University by means of an Accomplishment Based Renewal award. He will continue to develop methodology that leads to the preparation of ring-containing organic molecules. The specific process, known as bis-heteroannulation, affords fused-ring furans, prepared with complete regiochemical control. The key element in Dr. Jacobi's approach involves the intramolecular Diels-Alder reaction between an oxazole and an acetylene. In addition to the bis-heteroannulation work, tandem sigmatropic rearrangements will be used for the tranformation of acetylenic alcohols or enones into methylenecyclopentanones or phenols. Syntheses of a number of naturally occuring phenols and sesquiterpenes will illustrate the usefulness of the methodology.