Electrocyclic Reactions in Organic Synthesis

有机合成中的电环反应

• 批准号: 9001485
• 负责人: Peter Jacobi
• 金额: --
• 依托单位: Wesleyan University
• 依托单位国家: 美国
• 项目类别: Continuing grant
• 财政年份: 1990
• 资助国家: 美国
• 起止时间: 1990-04-01 至 1993-09-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9001485&HistoricalAwards=false
• 关键词: Electrocyclic; Reactions; Organic; Synthesis

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.

合成有机计划将支持彼得·A·卫斯理大学化学系的Jacobi通过基于成就的更新奖。他将继续开发方法，导致含环有机分子的制备。特定的过程，称为双杂环化，提供稠环呋喃，制备完全区域化学控制。Jacobi博士的方法中的关键元素涉及恶唑和乙炔之间的分子内Diels-Alder反应。除了双杂环化工作，串联σ迁移重排将用于炔醇或烯酮转化为亚甲基环戊酮或酚。一些天然存在的酚类和倍半萜的合成将说明该方法的实用性。