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

该奖项由2009年美国复苏和再投资法(公法111-5)资助。在该项目中，将开发烷基化脱芳烃工艺来合成聚戊烯基间苯三酚天然产物。在初步结果中，已经开发了高效构建聚戊烯基间苯三酚杂环酮的双环[3.3.1]壬烷-9-酮核心的方法。在这一资助期间，方法学的范围将扩大，改进后的方法将应用于金刚烷酮和金刚烷类天然产物Hyperibone K和plukenetione A的合成。此外，该项目旨在开发一种催化的不对称芳构化过程，利用计算对接算法来了解反应机理和设计新的不对称催化剂候选。通过这一奖项，有机化学和高分子化学项目正在支持小约翰·A·波尔科教授的研究。他是波士顿大学化学系的。波尔科教授的研究工作围绕复杂天然产物及其衍生物的合成方法的开发展开。他的努力将通过进一步开发未得到充分利用的烷基化脱芳构化工艺来促进化学合成，并将对制药和农业行业的合成产生积极影响。

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.