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

该奖项是根据2009年美国复苏和再投资法案（公法111-5）资助的。本项目将开发烷基脱芳工艺合成聚戊烯基间苯三酚天然产物。在初步结果中，已经开发了有效构建聚丙烯化间苯三酚- clusianone的双环[3.3.1]nonan-9- 1核心的方法。在此资助期内，将扩大方法的范围，并将改进的方法应用于合成nemorosone和金刚烷天然产物hyperbone K和plukenetione a .此外，该项目旨在通过使用计算对接算法来了解反应机理并设计新的不对称催化剂候选物，从而开发催化的不对称脱芳过程。通过这个奖项，有机和大分子化学项目支持了波士顿大学化学系小约翰·a·波尔科教授的研究。波尔科教授的研究工作围绕着复杂天然产物及其衍生物合成方法的发展。他的努力将通过进一步开发未充分利用的烷基化脱芳过程，为化学合成做出贡献，并将对制药和农业工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.