CAREER: Chiral Allenamides and Ynamides as Organic Synthons

本论文主要研究手性联烯酰胺和手性联烯酰胺的立体选择性环加成反应。 将探讨手性丙二烯酰胺在栗精胺家族天然产物全合成中的应用以及手性丙二烯酰胺在天然产物全氢化组蛋白毒素全合成中的应用。 该计划的教育部分将引入一组概念到本科有机化学实验室课程。 学生将被分成小组，每个学生制作一个3-4步合成序列的结构类似物。通过这个CAREER奖项，有机合成计划支持明尼苏达大学双城分校化学系的Richard P. Hsun教授的研究。 宋教授的研究将探索新型有机分子的化学，如丙二烯酰胺和丙二烯酰胺，作为形成更复杂的环状化合物的基础。 这些研究与药物和农业化学品的合成有关。 该教学计划将在本科有机化学实验室课程中引入团队概念，其中学生团队将使用类似的合成反应序列合成几种结构相似的化合物。

The proposed research will investigate stereoselective cycloadditions of chiral allenamides and ynamides. Applications of chiral allenamides to the total synthesis of natural products in the castanospermine family and of chiral ynamides to the natural products, the perhydrohistrionicotoxins, will be explored. The educational component of this plan will introduce a group concept into the undergraduate organic chemistry lab course. Students will be divided into teams where each student makes one structural analog of a common synthetic sequence of 3-4 steps.With this CAREER award, the Organic Synthesis Program is supporting the research of Professor Richard P. Hsung of the Department of Chemistry at the University of Minnesota-Twin Cities. Professor Hsung's research will explore the chemistry of new types of organic molecules, the allenamides and ynamides, as building blocks to form more complex cyclic compounds. These studies are relevant to the synthesis of pharmaceuticals and agricultural chemicals. The teaching plan will introduce a team concept into the undergraduate organic chemistry lab course, wherein teams of students will synthesize several structurally similar compounds using similar sequences of synthetic reactions.