Diamination of Olefins

描述（由申请人提供）：邻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，并且还广泛用作不对称合成中的手性控制元件。烯烃的二胺化反应是合成邻二胺的一个有吸引力的策略。虽然在这方面取得了良好进展，但仍有一些重要问题尚未解决。我们建议开发一种涉及二氨基金属物种的催化二胺化方法来解决这些挑战中的一些。提出的研究的长期目标是开发一种有效的区域，非对映体，和对映体选择性催化二胺化方法的烯烃具有广泛的范围和合理化和预测的能力，对于给定的烯烃系统的立体化学结果。这种方法的发展将最终为重要的药用化合物提供有效的合成途径。本研究的具体目标是：（1）通过反应机理的研究、底物范围的拓展和催化不对称过程的开发，进一步理解和发展钯催化的二胺化反应;（2）通过反应机理的研究、底物范围的拓展和催化不对称过程的开发，进一步理解和发展铜催化的二胺化反应;（3）进一步探索其他金属催化剂和氮源;（4）探索已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。公共卫生相关性：拟议的研究是开发一种有效的烯烃催化二胺化方法。所开发的方法对于医药化合物的合成将是非常有用的。

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 stereochemical 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-catalyzed diamination through studies of reaction mechanism, expansion of substrate scope, and development of a catalytic asymmetric process; (2) to further understand and develop the Cu-catalyzed diamination through studies of reaction mechanism, expansion of substrate scope, and development of a catalytic asymmetric process; (3) to further explore other metal catalysts and nitrogen sources; (4) to explore the synthetic potential of the developed diamination method for the synthesis of useful building blocks and biologically active compounds. PUBLIC HEALTH RELEVANCE: The proposed research is the development of an efficient catalytic diamination method for olefins. The method to be developed will be very useful for the synthesis of medicinal and pharmaceutical compounds.