RUI: Synthesis of Highly Functionalized N-Alkyl 2-Pyridones and Their Analogues

在这个由化学系化学合成计划资助的项目中，卡尔文学院化学和生物化学系的卡罗琳·安德森教授将探索开发简便的方法来合成含有N-烷基吡啶酮的结构，并将它们进一步转化为重要的目标。这些靶点包括一类独特的氨基酸同系物，随后将用于扩大我们对含有这些亚基的多肽的螺旋结构的理解。还将继续开发这些方法的不对称变体。这些方法基于容易获得的2-烷氧基吡啶底物的转化。这项工作可能导致一套手性和非手性方法来制备高度官能化的N-烷基-2-吡啶酮。这种化学将使这些及其相关的类似物可供更广泛的化学界使用。此外，在这些研究中，还有望获得与不对称金(III)催化有关的基本知识。这些方法和目标的成功开发将对合成界以及那些参与有机材料、药物先导和不对称转化开发的人产生影响。此外，这些努力将为本科生研究合作者提供极好的培训，并为大学预科学生，特别是那些来自历史上代表性不足的群体的学生，提供在化学实验室获得实践经验的机会。

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Carolyn Anderson of the Department of Chemistry and Biochemistry at Calvin College will explore the development of facile methods for the synthesis of structures containing N-alkyl pyridones and their further transformation into targets of importance. These targets include a unique class of amino acid homologues, which will subsequently be used to expand our understanding of the helical structure of peptides containing these subunits. The development of asymmetric variants of these methods will also be pursued. These methods are based on the conversion of readily available 2-alkoxypyridine substrates. This work could lead to a suite of chiral and achiral methods for preparing highly functionalized N-alkyl 2-pyridones. Such chemistry will make these and their related analogues available to the broader chemical community. In addition, basic knowledge related to asymmetric gold(III) catalysis is also expected to be garnered during these studies. Successful development of these methodologies and targets will have an impact on the synthetic community as well as those involved in the development of organic materials, medicinal leads, and asymmetric transformations. In addition, these efforts will provide excellent training for undergraduate research collaborators and an opportunity for pre-college students, especially those from historically underrepresented groups, to gain hands-on experience in the chemistry laboratory.