Enantioselective Bidentate Lewis Acid Catalyzed Domino Diels-Alder Reactions

对映选择性二齿路易斯酸催化的多米诺狄尔斯-阿尔德反应

• 批准号: 322173476
• 负责人: Professor Dr. Hermann A. Wegner
• 金额: --
• 依托单位: Institut für Organische Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2016
• 资助国家: 德国
• 起止时间: 2015-12-31 至 2020-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/322173476?language=en
• 关键词: Enantioselective; Bidentate; Lewis; Acid; Catalyzed

New methods to access complex molecular structures open new avenues for applications in medicinal as well as material sciences. Especially the synthesis of chiral three-dimensional compounds in an enantiomerically pure form is of great interest. In the past years we established bidentate Lewis acids as efficient catalysts for the inverse electron-demand Diels-Alder (IEDDA) reaction of 1,2-diazenes. Recently we could incorporate this powerful transformation into domino processes preparing highly complex geometries in only one synthetic step. In this project we would like to develop chiral bidentate Lewis acid catalysts to conduct these domino transformations in an enantioselective fashion. Preliminary results support the proposed research. By transferring the principle of bidentate Lewis acid catalysis in an asymmetric way a new concept in asymmetric catalysis is presented. These new methods open the efficient way to highly divers libraries of three-dimensional compounds.

获取复杂分子结构的新方法为医学和材料科学的应用开辟了新的途径。特别是对映体纯形式的手性三维化合物的合成具有极大的兴趣。在过去的几年中，我们建立了双齿刘易斯酸作为1，2-二氮烯的反电子需求Diels-Alder（IEDDA）反应的有效催化剂。最近，我们可以将这种强大的转换到多米诺骨牌过程中，只需一个合成步骤即可制备高度复杂的几何形状。在这个项目中，我们希望开发手性双齿刘易斯酸催化剂，以不对称的方式进行这些多米诺转化。初步结果支持了拟议的研究。通过将双齿刘易斯酸催化原理不对称化，提出了不对称催化的新概念。这些新方法为构建高度多样化的三维化合物库开辟了有效途径。

项目成果

Front Cover: Mechanistic Study of Domino Processes Involving the Bidentate Lewis Acid Catalyzed Inverse Electron‐Demand Diels−Alder Reaction (28/2021)

封面：涉及双齿路易斯酸催化逆电子-需求狄尔斯-阿尔德反应的多米诺骨牌过程的机理研究 (28/2021)

• DOI: 10.1002/ejoc.202100732
• 发表时间: 2021
• 期刊: European Journal of Organic Chemistry
• 影响因子: 2.8
• 作者: M. A. Strauss;D. Kohrs;J. Ruhl;H. A. Wegner
• 通讯作者: H. A. Wegner