STEREOCONTROLLED AMINE AND PEPTIDE ANALOG SYNTHESIS

1.一个综合实用的，单步程序的转换， 已经开发了烯丙基硒化物到受保护的烯丙基胺的方法。 的 反应已被证明是有用的制备光学 活性烯丙基胺。 拟议的研究旨在开发一种版本的 该反应使用手性助剂更方便， 光学活性烯丙基胺的一般制备。 分子内 用于形成碳-碳键的变化和修改是 提出了 二.肽模拟物在生物有机化学中具有重要的用途。 的 拟议的研究旨在完成第一个完全立体控制的 方法的烯烃电子等排体的二肽，并纳入这些到一个 流感病毒血凝素免疫显性位点的类似物。 这些 将类似物与作为抗原的天然物质进行比较， 免疫原 类似地，β-弯曲的几种等规模拟物是 提出了 这些化合物也将被合成和免疫 测试.

1. A synthetically practical, single-step procedure for the conversion of allylic selenides to protected allylic amines has been developed. The reaction has been shown to be useful for the preparation of optically active allylic amines. The proposed research seeks to develop a version of this reaction which utilizes a chiral auxiliary for the more convenient, general preparation of optically active allylic amines. Intramolecular variations and a modification for the formation of carbon-carbon bonds are proposed. II. Peptide mimics are of significant utility in bioorganic chemistry. The proposed research seeks to complete the first fully stereocontrolled approach to alkene isosteres of dipeptides, and incorporate these into an analog of the immunodominant site of influenza virus hemagluttin. These analogs will be compared to the native substances as antigens and immunogens. Similarly, several isoteric mimics for a Beta-bend are proposed. These compounds will likewise be synthesized and immunologically tested.