Nickel-Catalyzed Asymmetric Synthesis of Fully Saturated Nitrogen Heterocycles

镍催化完全饱和氮杂环的不对称合成

• 批准号: 9197573
• 负责人: Gregg Schwarzwalder
• 金额: $ 5.67万
• 依托单位: CALIFORNIA INSTITUTE OF TECHNOLOGY
• 依托单位国家: 美国
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-01-01 至 2017-12-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/9197573
• 关键词: Alkenes; Amination; Amines; Attention; Carbon; Coupling; Cyclization; Dimensions; Environment; Enzymes; Exhibits; HIV; Methodology; Methods; Molds; Natural Product Drug; Natural Products; Nickel; Nitrogen; Organic Chemistry; Pattern; Periodicity; Pharmaceutical Preparations; Positioning Attribute; Pyrrolidines; Reaction; Reporting; Route; Scheme; Translating; catalyst; cyclic amine; design; piperidine; public health relevance; receptor; scaffold

 DESCRIPTION (provided by applicant): The enantioselective synthesis of fully saturated nitrogen heterocycles has received a significant amount of attention, owing to the plethora of medicinally relevant natural products and drugs containing this motif. Many of the established approaches focus on formation of the carbon-nitrogen bond and are inherently limited to the asymmetric synthesis of 2-substituted heterocycles. My proposed cyclization/cross-coupling methodology builds fully saturated heterocycles by construction of the C2-C3 bond, an underutilized strategy, and permits the enantioselective synthesis of substituted nitrogen heterocycles (3-substituted and 2,3-disubstituted pyrrolidines and piperidines) from racemic starting materials.

 描述(由申请人提供)：由于大量具有药用价值的天然产物和含有这一主题的药物，全饱和氮杂环的对映选择性合成受到了极大的关注。许多已建立的方法侧重于碳-氮键的形成，并且固有地局限于2-取代杂环的不对称合成。我提出的环化/交叉偶联方法通过构建C2-C3键来构建完全饱和的杂环，这是一种未得到充分利用的策略，并允许从外消旋原料中选择性地合成取代的氮杂环(3-取代和2，3-二取代吡咯烷和哌啶)。