Catalytic Addition of Nucleophiles to Unactivated Olefins

亲核试剂与未活化烯烃的催化加成

• 批准号: 0555425
• 负责人: Ross Widenhoefer
• 金额: $ 41.1万
• 依托单位: Duke University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2006
• 资助国家: 美国
• 起止时间: 2006-05-01 至 2010-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0555425&HistoricalAwards=false
• 关键词: Catalytic; Addition; Nucleophiles; Unactivated; Olefins

This project addresses the development of Pd(II)-, Pt(II)-, and Au(I)-catalyzed processes for the addition of C-, N-, and O-nucleophiles to unactivated olefins. The scope of the Pt-catalyzed alkylation of indoles will be explored, and an effective protocol for the asymmetric cyclization of allenyl indoles will be developed. The Pt-catalyzed hydroamination of alkenyl amines and methodologies for the hydroamination of alkenyl carbamates will also be explored. Additional reactions slated for examination include intramolecular hydroamination of allenes, intermolecular hydroamination of unactivated olefins, Pd-catalyzed cyclization/carboalkoxylation of alkenyl indoles, and Pt-catalyzed hydroalkoxylation of hydroxy olefins. A summer exchange program with North Carolina Central University (NCCU) will bring undergraduate researchers from NCCU to Duke University.With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Ross A. Widenhoefer, of the Department of Chemistry at Duke University. Dr. Widenhoefer is exploring new synthetic methods for the conversion of simple organic molecules into more complex molecules containing new carbon-carbon, carbon-nitrogen, and carbon-oxygen bonds. By exploiting the novel chemistry of compounds containing metal atoms, in particular palladium, platinum, and gold, Dr. Widenhoefer is developing simple tools for the construction of complex naturally-occurring and biologically active molecules, with potential applications in the areas of manufacturing, fine chemical production, and pharmaceutical discovery and synthesis. In addition to Duke University students, this research program engages undergraduate students from North Carolina Central University through a summer research exchange program.

该项目致力于开发 Pd(II)、Pt(II) 和 Au(I) 催化工艺，用于将 C-、N- 和 O-亲核试剂加成到未活化的烯烃上。我们将探索 Pt 催化吲哚烷基化的范围，并开发一种有效的联烯基吲哚不对称环化方案。还将探索 Pt 催化的烯基胺的氢胺化和烯基氨基甲酸酯的氢胺化方法。计划检查的其他反应包括丙二烯的分子内加氢胺化、未活化烯烃的分子间加氢胺化、Pd 催化的烯基吲哚的环化/碳烷氧基化以及 Pt 催化的羟基烯烃的加氢烷氧基化。与北卡罗莱纳中央大学 (NCCU) 的夏季交换项目将把 NCCU 的本科生研究人员带到杜克大学。通过这一续签奖项，有机和高分子化学项目将支持化学系 Ross A. Widenhoefer 博士的研究在杜克大学。 Widenhoefer 博士正在探索新的合成方法，将简单的有机分子转化为含有新碳-碳、碳-氮和碳-氧键的更复杂的分子。通过利用含有金属原子（特别是钯、铂和金）的化合物的新颖化学性质，Widenhoefer 博士正在开发简单的工具，用于构建复杂的天然存在的生物活性分子，在制造、精细化工等领域具有潜在的应用前景。化学生产、药物发现和合成。除了杜克大学的学生外，该研究项目还通过夏季研究交流项目吸引了北卡罗来纳中央大学的本科生。