Diamination of Olefins

烯烃的二胺化

• 批准号: 8450767
• 负责人: YIAN SHI
• 金额: $ 26.84万
• 依托单位: COLORADO STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2008
• 资助国家: 美国
• 起止时间: 2008-05-01 至 2015-12-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/8450767
• 关键词: Address; Alkenes; Area; Chemicals; Development; Diamines; Goals; Indium; Metals; Methods; Nitrogen; Outcome; Pharmacologic Substance; Process; Reaction; Research; Source; System; catalyst

DESCRIPTION (provided by applicant): Vicinal diamines are very important functional moieties which are present in various biologically active compounds and have also been widely used as chiral control elements in asymmetric synthesis. Diamination of olefins presents an attractive strategy for the synthesis of vicinal diamines. While good progress has been made in this area, there are still important problems that remain unsolved. We propose to develop a catalytic diamination process involving diamido metal species to address some of these challenges. The long-term goal of the proposed research is to develop an efficient regio-, diastereo-, and enantioselective catalytic diamination method for olefins with broad scope and the ability to rationalize and predict the regio- and stereo-chemical outcome for a given olefin system. Development of such a method will eventually provide effective synthetic avenues to medicinally important compounds. The specific aims of the proposed research are: (1) to further understand and develop the Pd- and Cu(I)-catalyzed diamination through studies of reaction mechanism, expansion of substrate scope, and development of catalytic asymmetric processes; (2) to further explore other metal catalysts and nitrogen sources; (3) to explore the synthetic potential of the developed diamination method for the synthesis of useful building blocks and biologically active compounds.

描述（申请人提供）： 连位二胺是非常重要的功能部分，存在于各种生物活性化合物中，并且也广泛用作不对称合成中的手性控制元件。烯烃的二胺化为邻二胺的合成提供了一种有吸引力的策略。尽管这一领域取得了良好进展，但仍有一些重要问题尚未解决。我们建议开发一种涉及二酰氨基金属物种的催化二胺化工艺来解决其中一些挑战。该研究的长期目标是开发一种有效的区域选择性、非对映选择性和对映选择性催化二胺化方法，适用范围广泛，并且能够合理化和预测给定烯烃系统的区域化学和立体化学结果。这种方法的开发最终将为医学上重要的化合物提供有效的合成途径。本研究的具体目标是：（1）通过研究反应机理、扩大底物范围和发展催化不对称过程，进一步了解和发展Pd和Cu(I)催化的二胺化反应； (2)进一步探索其他金属催化剂和氮源； (3)探索所开发的二胺化方法用于合成有用的结构单元和生物活性化合物的合成潜力。