An Alkylative Dearomatization-Annulation Approach to the Polyprenylated Phloroglucinol Natural Products

聚异戊二烯化间苯三酚天然产物的烷基化脱芳构化-成环方法

• 批准号: 0848082
• 负责人: John Porco, Jr.
• 金额: $ 42.56万
• 依托单位: Trustees of Boston University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2009
• 资助国家: 美国
• 起止时间: 2009-08-15 至 2012-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0848082&HistoricalAwards=false
• 关键词: Alkylative; Dearomatization; Annulation; Approach; Polyprenylated

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5).In this project, alkylative dearomatization processes will be developed for synthesis of the polyprenylated phloroglucinol natural products. In preliminary results, methodologies for efficient construction of the bicyclo[3.3.1]nonan-9-one core of the polyprenylated phloroglucinol clusianone have been developed. In this funding period, the scope of the methodology will be expanded and the improved method will be applied towards the syntheses of nemorosone and the adamantane natural products hyperibone K and plukenetione A. In addition, the project aims to develop a catalytic, asymmetric dearomatization process by making use of computational docking algorithms to understand reaction mechanisms and design new asymmetric catalyst candidates. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor John A. Porco Jr. of the Department of Chemistry at Boston University. Professor Porco's research efforts revolve around the development of methodologies for the synthesis of complex natural products and their derivatives. His efforts will contribute to chemical synthesis by furthering the development of underutilized alkylative dearomatization processes and will have a positive impact on synthesis in the pharmaceutical and agricultural industries.

该奖项由2009年美国复苏和再投资法案（公法111-5）资助。在该项目中，将开发烷基化脱芳构化工艺，用于合成聚异戊二烯化间苯三酚天然产物。 在初步结果中，已经开发了有效构建聚异戊二烯化间苯三酚clusianone的双环[3.3.1]壬-9-酮核心的方法。 在本资助期内，将扩大方法学的范围，并将改进的方法应用于奈莫松和金刚烷天然产物hyperibone K和plukenetion A的合成。 此外，该项目旨在通过利用计算对接算法来理解反应机理并设计新的不对称催化剂候选物来开发催化的不对称脱芳构化过程。 有了这个奖项，有机和高分子化学计划是支持教授约翰A。小波尔科波士顿大学化学系的教授 Porco教授的研究工作围绕着复杂天然产物及其衍生物的合成方法的发展。 他的努力将通过进一步开发未充分利用的烷基化脱芳构化工艺来促进化学合成，并将对制药和农业工业的合成产生积极影响。