Diamination of Olefins

描述（申请人提供）：邻二胺是存在于各种生物活性化合物中非常重要的功能基团，在不对称合成中也被广泛用作手性控制元件。烯烃二胺化是合成邻二胺的一种有吸引力的方法。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工艺来解决这些挑战。该研究的长期目标是开发一种高效的区域、非映对和对映选择性的烯烃催化二化方法，该方法具有广泛的应用范围，并且能够对给定烯烃体系的立体化学结果进行合理化和预测。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)通过研究反应机理，扩大底物范围，开发催化不对称工艺，进一步了解和发展钯催化二胺化；(2)通过对反应机理的研究，扩大底物范围，开发催化不对称工艺，进一步了解和发展cu催化二胺化；(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在合成有用构件和生物活性化合物方面的合成潜力。公共卫生相关性：拟议的研究是开发一种高效的烯烃催化二化方法。所开发的方法将对药用和药用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.