New Methods in Phosphorus Chemistry

该项目致力于使用磷酸三酯作为临时系链来生成单环和双环磷酸盐，然后进行选择性切割反应，利用磷酸盐系链提供的潜在离开基团的能力。这些研究利用了磷的几个固有特征，包括赋予手性和易偶联途径的多价性，提供多价激活的潜力，以及赋予P-系绳中保护基团特征的正交性稳定性/反应性分布。因此，总体而言，磷酸盐系绳起着临时系绳、保护基团和潜在离开基团的多方面作用。这种磷酸三酯方法将被应用于制备不同保护的多元醇，从而实现生物相关目标的全合成，包括多拉贝利德、亮光降糖素和麦角菌素。凭借这一奖项，有机和高分子化学计划支持堪萨斯大学化学系的保罗·R·汉森博士的研究。汉森教授和他的学生正在开发利用磷原子独特的结构和化学特征的有机合成的新方法。磷原子在指导和控制随后的化学反应中起着多功能的作用，为合成具有有趣生物活性的复杂有机分子提供了新的策略。汉森教授还担任少数族裔学生指导计划的主任，该计划旨在为对化学和医学科学事业感兴趣的少数族裔本科生和研究生提供指导。

The project addresses the use of phosphate triesters as temporary tethers to generate mono- and bicyclic phosphates, followed by selective cleavage reactions that exploit the latent leaving group ability provided by the phosphate tether. These studies exploit several features inherent to phosphorus, including multi-valency that bestows both chirality and facile coupling pathways, the potential to provide multivalent activation, and an orthogonal stability/reactivity profile that imparts protecting group features in the P-tether. Thus, overall, the phosphate tether serves a multi-faceted role as temporary tether, protecting group, and latent leaving group. This phosphate triester methodology will be applied to the preparation of differentially protected polyols en route to the total synthesis of biologically relevant targets, including the dolabelides, leustroducsin, and fostriecin.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Paul R. Hanson of the Department of Chemistry at the University of Kansas. Professor Hanson and his students are developing novel methods for organic synthesis that exploit the unique structural and chemical features of the phosphorus atom. The phosphorus atom plays a multifunctional role in directing and controlling ensuing chemical reactions, affording novel strategies for the synthesis of complex organic molecules displaying interesting biological activity. Professor Hanson also serves as the Director of a Minority Student-Mentoring Program, designed to provide mentors for minority undergraduate and graduate students interested in pursuing careers in the chemical and medical sciences.