Metal-catalyzed transformations of unsaturated compounds

不饱和化合物的金属催化转化

• 批准号: 10471784
• 负责人: Gojko Lalic
• 金额: $ 30.46万
• 依托单位: UNIVERSITY OF WASHINGTON
• 依托单位国家: 美国
• 财政年份: 2019
• 资助国家: 美国
• 起止时间: 2019-09-01 至 2024-06-30
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/10471784
• 关键词: Alkenes; Alkynes; Area; Biology; Boranes; Bromine; Complex; Copper; Coupling; Development; Exhibits; Geometry; Goals; Health; Human; Hydrogen Bonding; Lead; Medicine; Metals; Methods; Mind; Modern Medicine; Modification; Organic Chemistry; Organic Synthesis; Palladium; Pharmacologic Substance; Play; Process; Property; Reaction; Research; Role; Scientist; Structure; Transition Elements; base; catalyst; cost effective; drug development; functional group; novel; pi bond; tool

Project summary Organic molecules play an important role in a number of research areas relevant to human health, including biology, medicine, and drug development. One of the goals of synthetic organic chemistry is to facilitate discovery in these fields by providing access to organic molecules of increasing complexity and variety, and by expanding our ability to efficiently manipulate their structure and their properties. A critical part of the efforts toward this goal is the development of new organic transformations. The goal of the research described in this proposal is the development of two new classes of reactions: 1) anti-selective hydroalkylation of terminal alkynes. 2) Differential dihydrofunctionalization of alkynes. Once successfully developed, these transformations will greatly increase the complexity and versatility of products that can be obtained directly from alkynes. Considering the importance of alkynes as reactive intermediate in organic chemistry, this will have significant impact on the synthesis of biologically relevant compounds.

项目摘要 有机分子在与人类健康相关的许多研究领域中发挥着重要作用， 包括生物学、医学和药物开发。有机合成的目标之一 化学是通过提供获得有机分子的途径来促进这些领域的发现， 不断增加的复杂性和多样性，并通过扩大我们的能力，有效地操纵他们的 结构和性质。实现这一目标的努力的一个关键部分是开发 新的有机转变。本提案所述研究的目标是 开发了两类新的反应：1）末端炔的反选择性加氢烷基化。 2)炔的差别二氢官能化。一旦开发成功，这些 转型将大大增加产品的复杂性和多功能性， 直接由炔类得到。考虑到炔作为反应中间体在合成中的重要性， 有机化学，这将对生物相关的合成产生重大影响 化合物.

项目成果

Hydroalkylation of Alkynes: Functionalization of the Alkenyl Copper Intermediate through Single Electron Transfer Chemistry.

• DOI: 10.1021/jacs.1c03396
• 发表时间: 2021-06-02
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Hazra A;Kephart JA;Velian A;Lalic G
• 通讯作者: Lalic G

Differential Dihydrofunctionalization: A Dual Catalytic Three-Component Coupling of Alkynes, Alkenyl Bromides, and Pinacolborane.

• DOI: 10.1002/anie.202206462
• 发表时间: 2022-09-12
• 期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
• 影响因子: 16.6
• 作者: Baumann, James E.;Lalic, Gojko
• 通讯作者: Lalic, Gojko

Mechanism of Z-Selective Hydroalkylation of Terminal Alkynes.

• DOI: 10.1021/jacs.1c07613
• 发表时间: 2021-10-13
• 期刊: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
• 影响因子: 15
• 作者: Lee, Mitchell T.;Lalic, Gojko
• 通讯作者: Lalic, Gojko