Asymmetric Nucleophilic Catalysis

描述(由申请人提供)：高效新化学工艺的发展对需要合成有机化合物的广泛学科(如生物化学、药物化学和生物学)产生了影响。催化剂可以提供独特的反应模式，它们可以提供更便宜、更环保的方法来创造新分子。在下一个资助期间，该计划将探索4-(二甲氨基)吡啶的平面手性衍生物(DMAP)和手性膦催化的对映选择性过程的发展。将研究一系列不同的反应(例如，醇和胺的动力学拆分、环化、烯酮与酰化剂的偶联以及3种加成反应)。实现这一计划的目标将有助于获得高度对映体富集型的重要化合物家族。力学研究将在这个项目中发挥重要作用。这一研究领域提供了一个令人兴奋的机会，对合成化学产生重大影响，并丰富我们对化学反应的理解。 公共卫生相关性：为了探索许多生物学问题和开发新的治疗化合物，需要能够有效地合成有机分子并控制目标化合物的手性(手性)。这项提议旨在解决这两个挑战。

DESCRIPTION (provided by applicant): The development of efficient new chemical processes has an impact on a wide array of disciplines that require the synthesis of organic compounds (e.g., biological chemistry, pharmaceutical chemistry, and biology). Catalysts can provide access to unique modes of reactivity, and they can furnish less expensive and more environmentally friendly methods for creating new molecules. During the next grant period, this program will explore the development of enantioselective processes catalyzed by planar-chiral derivatives of 4-(dimethylamino)pyridine (DMAP) and by chiral phosphines. A diverse array of reactions (e.g., kinetic resolutions of alcohols and amines, annulations, couplings of ketenes with acylating agents, and 3 additions) will be examined. Achieving the objectives of this program will facilitate access to important families of compounds in highly enantioenriched form. Mechanistic studies will play a significant role in this project. This research area offers an exciting opportunity to have a substantial impact on synthetic chemistry, as well as to enrich our understanding of chemical reactivity. PUBLIC HEALTH RELEVANCE: In order to probe many biological questions and to develop new therapeutic compounds, there is a need to be able to synthesize organic molecules efficiently and to control the chirality ("handedness") of the target compounds. This proposal is directed at addressing both of these challenges.