CAREER: Chiral Allenamides and Ynamides as Organic Synthons

这项拟议的研究将研究手性联烯酰胺和异氰胺的立体选择性环加成反应。将探索手性联氨酰胺在蓖麻油家族天然产物全合成中的应用，以及手性联氨酰胺在天然产物--过氢组胺毒素中的应用。该计划的教育部分将在本科生有机化学实验课程中引入小组概念。学生们将被分成小组，每个学生对一个普通的合成序列进行3-4步的结构模拟。有了这个职业奖，有机合成项目将支持明尼苏达大学双子城大学化学系的理查德·P·洪教授的研究。洪教授的研究将探索新型有机分子的化学，这些分子是构成更复杂的环状化合物的基石。这些研究与药物和农用化学品的合成有关。教学计划将在本科有机化学实验课程中引入团队概念，在该课程中，学生团队将使用相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.