Catalytic Enantioselective Olefin Metathesis Reactions

催化对映选择性烯烃复分解反应

• 批准号: 6876571
• 负责人: RICHARD R SCHROCK
• 金额: $ 49.05万
• 依托单位: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
• 依托单位国家: 美国
• 财政年份: 2000
• 资助国家: 美国
• 起止时间: 2000-03-01 至 2008-02-29
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6876571
• 关键词: alkenes; catalyst; chemical synthesis; cyclization; molecular rearrangement; molybdenum; stereochemistry; tungsten

DESCRIPTION (provided by applicant): Olefin metathesis converts relatively simple olefinic substrates to complex asymmetric compounds in a clean and efficient manner, and has been shown to eliminate many steps in a synthesis of a target organic molecule. Olefin metathesis is thus of considerable interest in the synthesis of medicinally and biologically significant molecules. With more efficient and selective reactions and catalysts available, therapeutic candidates can be made available to the public more readily and in a more cost effective manner. The main objectives of this program involve the design, synthesis, characterization, and mechanistic exploration of a wide variety of new asymmetric molybdenum- and tungsten-based olefin metathesis catalysts. In addition, these novel chiral catalysts will be used to carry out unique enantioselective C-C bond forming reactions of significant interest to synthetic organic chemists. Particular emphasis will be placed on reactions that lead to the formation of products that cannot be prepared easily through any of the available catalytic or enzymatic routes. Among the reactions of interest will be asymmetric ring-closing, ring-opening, and cross metathesis reactions. In a number of cases the utility of the newly developed reactions will be demonstrated through application to the preparation of biologically significant molecules. The catalysts, methods and concepts that emerge from the proposed studies will allow chemists to access a wider range of molecules of biological interest more efficiently, reliably, and in a highly enantioselective fashion.

描述（由申请人提供）：烯烃的烯酸酯以干净有效的方式将相对简单的烯烃底物转换为复杂的不对称化合物，并已证明可以消除靶有机分子的合成的许多步骤。因此，烯烃的分泌对药物和生物学意义分子的合成具有很大的兴趣。有了更高效，更有选择的反应和催化剂，可以更容易地以更具成本效益的方式向公众提供治疗候选者。 该程序的主要目标涉及各种新的非对称钼和基于钨的烯烃元理解催化剂的设计，合成，表征和机械探索。此外，这些新型的手性催化剂将用于执行对合成有机化学家的重大兴趣的独特对映选择性C-C键反应。特别重点将放在导致无法通过任何可用的催化或酶促路线来制备产品的反应上。在感兴趣的反应中，将是不对称的环环，开环和交叉隔静电反应。在许多情况下，新发展反应的效用将通过应用于生物学意义的分子的制备来证明。 从拟议的研究中出现的催化剂，方法和概念将使化学家更有效，可靠地和高度对启示性的方式更有效地获取生物学兴趣的分子。