Oxazaborolidinium Ion Catalysed Asymmetric Diels-Alder Reactions of Anthracene Derivatives
恶唑硼烷鎓离子催化蒽衍生物的不对称狄尔斯-阿尔德反应
基本信息
- 批准号:EP/D078474/1
- 负责人:
- 金额:$ 16.12万
- 依托单位:
- 依托单位国家:英国
- 项目类别:Research Grant
- 财政年份:2007
- 资助国家:英国
- 起止时间:2007 至 无数据
- 项目状态:已结题
- 来源:
- 关键词:
项目摘要
Many molecules in Nature exist in two different forms which have the same connectivity of atoms and bonds, but differ in their arrangement of atoms and groups in space. These different forms are termed enantiomers and much effort in modern synthetic organic chemistry as been devoted to developing efficient routes that facilitate the selective preparation of one enantiomer over another. One of the more established ways to address this problem is to attach a chiral auxiliary to the substrate of choice, the function of which is to control the selectivity of a given process, followed by subsequent removal and recovery of the auxiliary. We have previously developed efficient methodology that employs an alternative auxiliary approach using an asymmetric Diels-Alder cycloaddition reaction of chiral substituted anthracenes. This methodology has been very successful for a number of alkene substrates and we have developed efficient chemical syntheses of several classes of natural products. This project aims to considerably widen the scope and applicability of this process by developing the first catalytic asymmetric Diels-Alder cycloaddition of anthracene and its derivatives. We aim to conduct a series of optimisations to map the reactivity and selectivity of appropriate anthracene and alkene substrates. Once this has been performed we will conduct asymmetric transformations of the products obtained, in particular looking at Grignard additions and enolate alkylation. The chemistry developed will then be applied to the preparation of two structurally related natural product targets to showcase the efficiency of the overall procedure. In parallel to the work described here, we will also aim to develop alternative catalyst systems based up cis-2-amino-indan-1-ol, a catalyst precursor for which we have considerable experience.
自然界中的许多分子以两种不同的形式存在,它们具有相同的原子和键的连通性,但原子和基团在空间上的排列不同。这些不同的形式被称为对映体,在现代合成有机化学中,很多努力都致力于开发有效的途径,以促进一种对映体的选择性制备。解决这一问题的较成熟的方法之一是将手性助剂附着在选定的底物上,其功能是控制给定过程的选择性,随后去除和回收助剂。我们以前开发了一种有效的方法,采用了一种替代的辅助方法,使用手性取代蒽的不对称Diels-Alder环加成反应。这种方法对于许多烯烃底物来说是非常成功的,我们已经开发出几种天然产物的高效化学合成方法。本项目旨在通过开发第一个催化不对称Diels-Alder环加成蒽及其衍生物,大大扩大这一过程的范围和适用性。我们的目标是进行一系列优化,以映射适当的蒽和烯烃底物的反应性和选择性。一旦这已经完成,我们将进行所得产品的不对称转化,特别是看格氏加成和烯醇醇烷基化。然后将开发的化学物质应用于制备两种结构相关的天然产物目标,以展示整个过程的效率。与这里描述的工作平行,我们也将致力于开发基于顺-2-氨基-吲哚-1-醇的替代催化剂体系,这是一种我们有相当经验的催化剂前体。
项目成果
期刊论文数量(1)
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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Simon Jones其他文献
Distraction in neurotic and endogenous depression: an investigation of negative thinking in major depressive disorder
神经质和内源性抑郁症的分心:重度抑郁症消极思维的调查
- DOI:
10.1017/s0033291700025009 - 发表时间:
1987 - 期刊:
- 影响因子:6.9
- 作者:
M. J. Fennell;John D. Teasdale;Simon Jones;Anita Damlé - 通讯作者:
Anita Damlé
Design and evaluation of a novel fixture to optimally support a Lisfranc injured foot during CT scanning
一种新型固定装置的设计和评估,以在 CT 扫描期间为 Lisfranc 受伤的脚提供最佳支撑
- DOI:
- 发表时间:
2013 - 期刊:
- 影响因子:0
- 作者:
Simon Jones;M. Mayich;D. J. Mayich;M. Harrison;K. Deluzio;C. Mechefske - 通讯作者:
C. Mechefske
7.1-O1Ethnic differences in the development of cardiovascular disease risk factors in children and young people with type 1 diabetes – a prospective longitudinal study in the UK
7.1-O1 1 型糖尿病儿童和青少年心血管疾病危险因素发展的种族差异——英国的一项前瞻性纵向研究
- DOI:
- 发表时间:
2018 - 期刊:
- 影响因子:0
- 作者:
Simon Jones;A. Khanolkar;K. Matyka;E. Gevers;T. Stephenson;R. Amin - 通讯作者:
R. Amin
Defining datasets and creating data dictionaries for quality improvement and research in chronic disease using routinely collected data: an ontology-driven approach.
使用常规收集的数据定义数据集并创建数据字典,以提高慢性病的质量和研究:本体驱动的方法。
- DOI:
- 发表时间:
2011 - 期刊:
- 影响因子:0
- 作者:
S. de Lusignan;S. Liaw;Georgios Michalakidis;Simon Jones - 通讯作者:
Simon Jones
Communications-based Formation Control of Mobile Robots: Modeling, Analysis and Performance Evaluation
基于通信的移动机器人编队控制:建模、分析和性能评估
- DOI:
10.1145/3416010.3423242 - 发表时间:
2020 - 期刊:
- 影响因子:0
- 作者:
Xiao Xuan Teh;Adnan Aijaz;Anthony Portelli;Simon Jones - 通讯作者:
Simon Jones
Simon Jones的其他文献
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{{ truncateString('Simon Jones', 18)}}的其他基金
Protein tyrosine phosphatases as rheostats of Jak-STAT cytokine signals and determinants of disease heterogeneity.
蛋白酪氨酸磷酸酶作为 Jak-STAT 细胞因子信号的变阻器和疾病异质性的决定因素。
- 批准号:
MR/X00077X/1 - 财政年份:2022
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
Preparation and Applications of New Highly Active P-Chiral Phosphine Oxide Catalysts
新型高活性对手性氧化膦催化剂的制备及应用
- 批准号:
EP/K007955/1 - 财政年份:2013
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
Performing Documents: modelling creative and curatorial engagements with live art and performance archives
表演文档:利用现场艺术和表演档案来模拟创意和策展活动
- 批准号:
AH/I004408/1 - 财政年份:2011
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
Into the Future: Sustainable Access to the National Review of Live Art Digital Archive
走向未来:可持续地访问国家现场艺术评论数字档案
- 批准号:
AH/H03739X/1 - 财政年份:2010
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
Capturing the past, preserving the future: digitisation of the national review live art video collection
捕捉过去,保存未来:国家回顾现场艺术视频收藏的数字化
- 批准号:
19450/1 - 财政年份:2006
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
Stereoselective Phosphorylation of Diols and Carbohydrates with N-Phosphoryl Oxazolidinones: Application to the Rapid Synthesis of Phosphoglycerides
N-磷酰恶唑烷酮对二醇和碳水化合物进行立体选择性磷酸化:在磷酸甘油酯快速合成中的应用
- 批准号:
EP/D00747X/1 - 财政年份:2006
- 资助金额:
$ 16.12万 - 项目类别:
Research Grant
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