Asymmetric Synthesis of Biologically Active Materials

描述：(申请人描述)我们在这项资助的任期内的主要目标将是开发新的催化有机反应 碳-碳键的立体定向组装及其在合成中的应用 具有药理活性的各种目标化合物。这个 正在开发的反应技术专门设计用于解决 一般适用于络合物的基本C-C成键反应 分子合成及其重要化学构件的制备 工业或医药化学合成活动的背景。 催化不对称酰氯-醛的环缩合反应 实验室进一步发展为多功能反应技术 不对称有机合成。这一方法将在#年得到完善和发展。 完全合成自然产生的材料的背景 表现出强大的抗癌和抗病毒活性，包括两性内酯B， 拉西尼仑和莫托普林。此外，一种独特的光学活性家族 基于Al(III)的Lewis酸将被开发为双功能Lewis酸-Lewis酸 碱性催化剂及其在各种不对称C-C键上的应用 建筑。一种经济、操作简单的高纯度合成方法 富含对映体的β-氨基酸也被有效地利用 β-肽的合成及环状化合物的制备方法探讨 被设计成整合素受体拮抗剂的β-多肽结构。

DESCRIPTION: (Applicant's Description) Our principle goal during the tenure of this grant will be the development of new catalyzed organic reactions for the stereospecific assemblage of C-C bond with broad, applications to the synthesis of a variety of target compounds possessing pharmacological activity. The reaction technology under development is specifically designed to address fundamental C-C bond forming reactions that are generally applicable to complex molecule synthesis and the preparation of important chemical building blocks in the context of industrial or medicinal chemistry synthesis activities. Catalyzed asymmetric acyl chloride-aldehyde cyclocondensations developed in our laboratories are further developed as versatile reaction technology for asymmetric organic synthesis. This methodology will be refined and developed in the context of the total synthesis of naturally occurring materials that express potent anticancer and antiviral activities, including amphidinolide B, rhazinilam, and motuporin. Moreover, a family of unique optically active Al(III)-based Lewis acids will be developed as bifunctional Lewis acidic-Lewis basic catalysts with applications to a variety of asymmetric C-C bond constructions. An economical and operationally simple synthesis of highly enantiomerically enriched beta-amino acids is also exploited in an efficient approach to the synthesis of beta-peptides and the preparation of cyclic beta-peptide structures designed to function as integrin receptor antagonists.