New Approaches for Stereoselective Formation of Quaternary Carbon Stereocenters and Fragment Coupling

立体选择性形成季碳立构中心和片段偶联的新方法

• 批准号: 1265964
• 负责人: Larry Overman
• 金额: $ 62.99万
• 依托单位: University of California-Irvine
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2013
• 资助国家: 美国
• 起止时间: 2013-07-01 至 2017-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1265964&HistoricalAwards=false
• 关键词: New; Approaches; Stereoselective; Formation; Quaternary

With this award, the Chemistry Synthesis program is supporting the research of Professor Larry Overman of the University of California, Irvine. This project deals with a critical step in the efficient chemical synthesis of valuable, structurally complex, organic chemicals: the step that joins elaborate fragments. When the atoms joined in a fragment-coupling step are chiral, this union is particularly challenging. The objective of this research is the development and validation of new methods for combining complex fragments of this type. Specifically, the proposed research will investigate the general utility of bimolecular reactions of tertiary organometallic and tertiary carbon radicals with carbon-centered electrophiles for fragment coupling and the construction of quaternary-carbon stereocenters. Such chemical transformations are not currently part of the repertoire of organic synthesis, yet hold exciting potential to solve formidable challenges in constructing complex organic molecules. A majority of the synthesis methods under scrutiny will employ photo-redox catalysis, and, thus, are particularly attractive for their low environmental impact and their use of a sustainable energy source, visible light. Constructing complex carbon stereocenters remains today a hurdle to be surmounted in evolving efficient chemical syntheses of many organic molecules. The chemical syntheses to be developed should prove valuable in the discovery and potentially production of fine chemicals in the pharmaceutical, biotechnology, agricultural, and related industries. In addition, this program of research will lead to the training synthetic organic chemists at the BS, PhD and postdoctoral levels; such scientists play an essential role in the US pharmaceutical, biotechnology, agricultural, and chemical industries, besides being essential elements of university and college departments of chemistry and material science.

通过该奖项，化学综合计划正在支持加利福尼亚大学尔湾分校的拉里·奥弗曼教授的研究。 该项目涉及有效的化学合成有价值，结构复杂的有机化学物质的关键步骤：加入精致片段的步骤。当原子以碎片耦合步骤加入时，这种结合特别具有挑战性。这项研究的目的是开发和验证新方法，用于结合这种类型的复杂片段。具体而言，拟议的研究将研究第三纪有机金属和第三纪碳自由基与碳中心电力的双分子反应的一般效用，用于碎片耦合以及Quaternary-Coar-Coar-Coar-Coar-Coar-Coar-Coar-Coar-Coar-Coar-Coarbon SiteCenters的构建。 这种化学转化目前并不是有机合成曲目的一部分，而是在构建复杂的有机分子方面具有令人兴奋的潜力。审查下的大多数合成方法都将采用光 - 雷克斯催化，因此，对于它们的低环境影响和对可持续能源的使用，可见光特别有吸引力。如今，建造复杂的碳立体中心仍然是一个障碍，可以克服许多有机分子的有效化学合成。 要开发的化学合成应证明在药物，生物技术，农业及相关行业的发现和生产中有价值。此外，该研究计划将导致BS，博士学位和博士后水平的培训合成有机化学家。这些科学家在美国制药，生物技术，农业和化学工业中发挥了重要作用，除了是大学和大学化学和材料科学系的基本要素。