SusChEM: Studies on Catalytic Asymmetric C-H Amination of Alkenes
SusChEM: Studies on Catalytic Asymmetric C-H Amination of Alkenes
批准号:
1566561
负责人:
Radhey Srivastava
金额:
$37.5万
依托单位国家:
美国
项目类别:
Continuing Grant
财政年份:
2016
资助国家:
美国
项目状态:
已结题
起止时间:
2016-07-01 至 2020-09-30
中文摘要
化学部的化学催化计划支持由拉迪·S·斯里瓦斯塔瓦教授和西瓦·穆鲁博士开展的项目。拉迪·S·斯里瓦斯塔瓦教授是路易斯安那大学拉斐特分校化学系的教员。斯里瓦斯塔瓦教授的团队正在开发将简单碳氢化合物转化为附加值产品的新型催化系统。拟议研究的主要目标是设计和开发新的催化系统,用于生产具有工业意义的有价值的分子。该方法使用带有手性配体的铜催化剂。近年来,在医药、农用化学品、香料、香料和材料需求的推动下,对手性烯丙基胺的需求急剧上升。此外,这些催化方法对于生物活性分子和手性药物的全合成具有潜在的应用价值。研究人员推出了与智力和经济发展相关的全面教育和推广计划。斯里瓦斯塔瓦教授的团队一直致力于有机、有机金属学和催化化学的研究。本研究旨在开发一种以羟胺为胺化剂的简单(非官能化)烯丙基碳氢(C-H)底物的直接催化不对称胺化反应。这一领域的现有技术使用氧化胺化来制备手性N-羟基烯丙基胺,这需要额外的方法来制备手性烯丙基胺。主要目的是寻找合适的催化体系,以提供高产率和对映体选择性的手性烯丙基胺。该方法包括合理设计和合成新的手性配体和配合物。该研究项目在不同的反应条件下、不同的溶剂、温度和添加剂下筛选催化剂。下一个目标是探索合成应用,以获得有价值的化学物质,如手性β-烷基N-芳基氮杂Baylis-Hillman(ABH)加合物、β-氨基酯和β-内酰胺,以及生物活性分子,如羟甲基紫杉醇片段、Ezetimibe和Vigabatrin。另一个目标是解决反应的机理方面,并提供对反应途径和催化活性的更好理解。这一目标有助于开发新的催化剂和新的合成方法。斯里瓦斯塔瓦教授的项目提高了公众对化学科学重要性的认识。本科生、K-12学生和高中教师通过暑期研究和教师培训研讨会接触到与化学催化相关的尖端科学。教育外展倡议包括纳入妇女和代表性不足的群体,并通过促进LSAMP和McNair计划等增强计划来增强竞争力,以留住学生。
英文摘要
The Chemical Catalysis Program of the Chemistry Division supports the project by Professor Radhey S. Srivastava and Dr. Siva Murru. Prof. Radhey S. Srivastava is a faculty member in the Department of Chemistry at University of Louisiana at Lafayette. Prof. Srivastava's group is developing novel catalytic systems to convert simple hydrocarbons to value-added products. The main goal of the proposed research is to design and develop novel catalytic systems for the production of valuable molecules that are of industrial significance. The method uses copper catalysts with chiral ligands. The demand for chiral allyl amines has escalated sharply in recent years, driven by the demands in pharmaceuticals, agrochemicals, flavors, fragrances, and materials. In addition, these catalytic methods are potential useful for the total synthesis of bioactive molecules and chiral drugs. The researchers have introduced comprehensive educational and outreach programs associated with intellectual and economic development. Professor Srivastava's group has been working at the interface of organic, organometallics, and catalysis chemistry. This research addresses the development of a direct catalytic asymmetric amination of simple (non-functionalized) allylic carbon-hydrogen (C-H) substrates using hydroxylamines as aminating agents. The prior art on this field used oxidative amination to make chiral N-hydroxy allyl amines that require additional methods to make chiral allyl amines. The main aim is to find suitable catalytic systems that would deliver the chiral allyl amines with high yields and enantioselectivities. This approach includes rational design and synthesis of new chiral ligands and complexes. The research project screens the catalysts under various reaction conditions while varying solvents, temperature, and additives. The next objective is to explore the synthetic applications to access valuable chemicals such as chiral beta-alkyl N-aryl Aza Baylis-Hillman (ABH) adducts, beta-amino esters and beta-lactams, as well as bioactive molecules such as hydroxymethyl docetaxel fragment, Ezetimibe, and Vigabatrin. Another objective is to address mechanistic aspects of the reaction and provide a better understanding of the reaction pathway and the catalytic activity. This objective helps to develop new catalysts and novel synthetic methods. Professor Srivastava's program enhances public awareness of the importance of chemical sciences. Undergraduates, K-12 students, and high school teachers are exposed to cutting-edge science related to chemical catalysis through summer research and teacher training workshops. The education outreach initiatives involve the inclusion of women and underrepresented groups and strengthen competitiveness by promoting enhancement programs such as LSAMP and McNair program to retain students.
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