Diamination of Olefins

描述(申请人提供)：邻二胺是非常重要的功能单元，存在于各种生物活性化合物中，也被广泛用作不对称合成中的手性控制元件。烯烃钻井法是合成邻二胺的一种很有吸引力的策略。虽然在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氨基金属物种的催化二胺化工艺来解决其中的一些挑战。这项研究的长期目标是开发一种高效的区域、非对映和对映体选择性的烯烃催化二氢化方法，该方法具有广泛的范围，并能够合理地预测给定烯烃体系的立体化学结果。这种方法的发展最终将为合成具有重要药用价值的化合物提供有效的合成途径。拟议研究的具体目的是：(1)通过反应机理的研究、底物范围的扩大以及催化不对称工艺的开发，进一步了解和开发Pd催化的二氨化反应；(2)通过反应机理的研究、底物范围的扩大和催化不对称工艺的开发，进一步了解和开发铜催化的二氨化反应；(3)进一步探索其他金属催化剂和氮源；(4)探索所开发的二胺化方法合成有用的构件和生物活性化合物的合成潜力。与公众健康相关：拟议的研究是开发一种有效的烯烃催化二氢化方法。所开发的方法将对药物和药物化合物的合成非常有用。

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.