CAREER: New Synthetic Methods via Allyl Organometallics

职业：烯丙基有机金属的新合成方法

• 批准号: 9875013
• 负责人: Gregory Cook
• 金额: $ 32.5万
• 依托单位: North Dakota State University Fargo
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 1999
• 资助国家: 美国
• 起止时间: 1999-03-01 至 2003-12-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9875013&HistoricalAwards=false
• 关键词: CAREER; New; Synthetic; Methods; via

Professor Cook's research explores new allylmetal chemistry from a nucleophilic as well as an electrophilic viewpoint. Nucleophilic allylmetal species are well-known, but few if any act as nucleophiles toward other C-C pi bonds such as alkynes. In fact, involvement of an allylindium in a competitive reaction with a terminal alkyne and an ester showed a distinct preference for reaction with the alkyne. Further exploration of the factors controlling this reaction will be forthcoming from Cook's laboratory. Electrophilic allylmetal chemistry is afforded by (pi-)allylpalladium species. Professor Cook's group has devised a scheme whereby ring-opening, reversible, and catalytic formation of an allylpalladium results in epimerization of a stereogenic center to a single configuration. Linking this process with nucleophilic addition to the transient allylpalladium has the potential to provide elaborate polyfunctional intermediates for elaboration into such products as optically pure non-natural amino acids. Professor Cook's teaching initiative is highlighted by efforts to involve college chemistry teachers in a summer research program, including representatives of the Tribal Colleges. Additionally, web-based instructional media are slated for further development, to include molecular animations in addition to an already-popular web site that offers course notes, general resources, and an anonymous mail form to enhance communication between student and professor.With this CAREER award, the Synthetic Organic Program supports the research and teaching efforts of Dr. Gregory R. Cook of North Dakota State University. Professor Cook's research deals with novel, fundamental chemical reactions that are employed for the construction of deceptively simple molecules that are often used in the pharmaceutical industry. The fundamental nature of the processes being studied means that they could prove to be highly significant and have broad impact in chemistry. Professor Cook's teaching initiatives include exposing teachers at small colleges (including the Tribal Colleges) to the excitement of scientific discovery in the laboratory setting, and developing communications and teaching tools that employ the latest web-and internet-based tools.

库克教授的研究从亲核和亲电子的角度探索了新的烯丙基金属化学。 亲核烯丙基金属物质是众所周知的，但很少（如果有的话）充当对其它C-C π键（例如炔）的亲核试剂。 事实上，烯丙基铟参与与末端炔和酯的竞争性反应显示出与炔反应的明显偏好。 库克实验室即将对控制这种反应的因素作进一步的探索。 亲电烯丙基金属化学由（π-）烯丙基钯物质提供。 Cook教授的小组设计了一种方案，其中烯丙基钯的开环、可逆和催化形成导致立体中心的差向异构化为单一构型。 将该过程与对瞬时烯丙基钯的亲核加成联系起来，有可能提供精细的多官能中间体，用于精细加工成光学纯的非天然氨基酸等产品。 库克教授的教学倡议是通过努力使大学化学教师参与夏季研究计划，包括部落学院的代表。 此外，基于网络的教学媒体将进一步发展，除了一个已经很受欢迎的网站，提供课程笔记，一般资源和匿名邮件形式，以加强学生和教授之间的沟通，包括分子动画。北达科他州州立大学的库克。 库克教授的研究涉及新颖的，基本的化学反应，用于构建通常用于制药工业的看似简单的分子。 正在研究的过程的基本性质意味着它们可能被证明是非常重要的，并在化学中产生广泛的影响。 库克教授的教学计划包括暴露在小学院（包括部落学院）的教师在实验室环境中的科学发现的兴奋，并开发通信和教学工具，采用最新的网络和基于互联网的工具。