Stereogenic Organocopper Reagents
立体有机铜试剂
基本信息
- 批准号:0132539
- 负责人:
- 金额:--
- 依托单位:
- 依托单位国家:美国
- 项目类别:Continuing Grant
- 财政年份:2002
- 资助国家:美国
- 起止时间:2002-01-01 至 2007-12-31
- 项目状态:已结题
- 来源:
- 关键词:
项目摘要
The objective of this work is to understand and develop the reaction chemistry of stereogenic organocopper reagents. The scope of reactivity of these "chiral carbanions" will be explored; specifically a variety of alpha alkoxyalkyl cuprates and alpha amino alkyl cuprates will be prepared and the stereoselectivity of their vinylation, acylation, conjugate addition, and substitution reactions will be investigated. Asymmetric deprotonation and transmetallation will be used as routes to prepare these reagents and for any substrate where these routes might fail then stereogenic cuprates will be prepared by dynamic thermodynamic resolution. Efforts to determine the structures of the organocopper reagents and kinetics of reactions that provide the highest enantio- and diastereoselectivites will be undertaken. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. R. Karl Dieter of the Department of Chemistry at Clemson University. Dr. Dieter will explore the reaction chemistry of stereochemically enriched organocopper reagents. The ability to form carbon-carbon bonds in molecules which are chiral (have two nonsuperimposable mirror images) and make only one of the two possible forms (a single enantiomer) is one of the most important problems facing the pharmaceutical industry today. When developed, Dr. Dieter's work could be applied to the synthesis of nitrogen and oxygen containing heterocycles with activities as antibacterial agents, CNS agents, and antiretroviral compounds. Students trained during the course of this work will gain skills needed by the pharmaceutical industry which now produces a number of single enantiomer compounds.
本工作的目的是了解和发展立体有机铜试剂的反应化学。 这些“手性碳负离子”的反应性的范围将被探索,具体地说,各种α烷氧基烷基铜酸盐和α氨基烷基铜酸盐将被制备和立体选择性的乙烯化,酰化,共轭加成和取代反应将被调查。 不对称去质子化和transmethalide将被用作制备这些试剂的途径,并且对于这些途径可能失败的任何底物,则立体铜酸盐将通过动态热力学拆分来制备。 将努力确定有机铜试剂的结构和提供最高对映体和非对映体选择性的反应动力学。有了这个奖项,有机和高分子化学计划是支持R博士的研究。克莱姆森大学化学系的卡尔·迪特尔说。 Dieter博士将探索立体化学富集的有机铜试剂的反应化学。 在手性分子中形成碳-碳键的能力(具有两个不可重叠的镜像),并且仅产生两种可能形式中的一种(单一对映异构体)是当今制药工业面临的最重要的问题之一。 Dieter博士的研究成果可用于合成具有抗菌剂、CNS药物和抗逆转录病毒化合物活性的含氮和含氧杂环化合物。 在这项工作的过程中培训的学生将获得制药行业所需的技能,现在生产一些单一的对映体化合物。
项目成果
期刊论文数量(0)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
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R. Karl Dieter其他文献
Two diastereomers of 2-[[β-(N-phenylamino)-α-methylphenethyl]-methylamino]-N,N-dimethylacetamide
- DOI:
10.1007/bf02576547 - 发表时间:
1997-12-01 - 期刊:
- 影响因子:0.600
- 作者:
Niranjan Deo;R. Karl Dieter;Bharat Lagu;William T. Pennington - 通讯作者:
William T. Pennington
R. Karl Dieter的其他文献
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{{ truncateString('R. Karl Dieter', 18)}}的其他基金
Chemistry and Synthetic Applications of Alpha-Aminoalkylcuprates
α-氨基烷基铜酸盐的化学与合成应用
- 批准号:
9408912 - 财政年份:1994
- 资助金额:
-- - 项目类别:
Continuing Grant
Chiral Organocuprates for Asymmetric Conjugate Addition Reactions
用于不对称共轭加成反应的手性有机铜酸盐
- 批准号:
9020793 - 财政年份:1991
- 资助金额:
-- - 项目类别:
Continuing Grant
Asymmetric Induction in Organocopper Conjugate Addition Reactions
有机铜共轭加成反应中的不对称诱导
- 批准号:
8614665 - 财政年份:1987
- 资助金额:
-- - 项目类别:
Continuing Grant
Synthetic Applications of Conjugated Ketene Dithioacetals (Chemistry)
共轭烯酮二硫缩醛的合成应用(化学)
- 批准号:
8513897 - 财政年份:1985
- 资助金额:
-- - 项目类别:
Standard Grant
Synthetic Applications of Conjugated Ketene Dithioacetals (Chemistry)
共轭烯酮二硫缩醛的合成应用(化学)
- 批准号:
8219093 - 财政年份:1983
- 资助金额:
-- - 项目类别:
Continuing grant
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0948479 - 财政年份:2010
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- 批准号:
0213522 - 财政年份:2002
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Synthesis of Fluoroalkene Dipeptide Isosteres Using Organocopper Reagents
使用有机铜试剂合成氟代烯烃二肽等排体
- 批准号:
13672210 - 财政年份:2001
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Transmetalations Mediated By Organocopper Reagents
有机铜试剂介导的金属转移
- 批准号:
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