New methodologies in enantioselective catalysis

对映选择性催化的新方法

基本信息

  • 批准号:
    EP/M000028/1
  • 负责人:
  • 金额:
    $ 12.47万
  • 依托单位:
  • 依托单位国家:
    英国
  • 项目类别:
    Research Grant
  • 财政年份:
    2014
  • 资助国家:
    英国
  • 起止时间:
    2014 至 无数据
  • 项目状态:
    已结题

项目摘要

In a world with increasing population and limited resources, the development of new synthetic chemical methods will be judged not only by their overall yield and product selectivity, but also by their ecological and economic footprint. Catalysis provides a means of achieving more efficient and environmentally friendly processes: the reaction is accelerated, the amount of energy required for the process is diminished and fewer wasteful by-products are obtained. Overall, catalysis plays an important role in saving energy, time and costs in chemical processes. Moreover, in the particular case of enantioselective catalysis, the catalyst also provides the source of asymmetry needed to selectively synthetise one of the two possible non-superimposable mirror images of the product - the so-called enantiomers. The selective synthesis of enantiopure compounds is of vital importance in the preparation of a myriad of products in daily life, from pharmaceutical and agricultural products to polymers and smart materials.This proposal focuses on the development of a robust catalytic methodology for the preparation of enantiopure building blocks from cheap and readily available starting materials. The chemical reaction that is the main subject of this proposal is the addition of an organometallic reagents to a C=O bond. This reaction is one of the most powerful tools in organic chemistry to create a new C-C bond and has been extensively studied with organozinc and organoboron reagents. However, the higher reactivity of organomagnesium and organolithium reagents has hampered their application in this field. The fact that both organomagnesium and organolithium reagents are more accessible and economically viable nucleophiles, drives the development of novel suitable catalytic systems to fulfil the scientific, economic and environmental demands. Recent discoveries in our laboratories have brought forward a readily available catalyst as part of an outstanding methodology for the addition of organomagnesium and organolithium reagents to C=O bonds. The mechanism of this recently established methodology is still unknown and, by means of the research proposed here, we intend to get a better understanding of the process - which will allow further improvements of the methodology (e.g. by resolving the current limitations regarding substrate scope). In addition, we will also investigate the use of this novel catalytic system in the production of fluorinated molecules, whose unique properties make them especially attractive as pharmaceutical agents and advanced materials.
在一个人口不断增加而资源有限的世界里,新的合成化学方法的发展不仅要根据其总产率和产品选择性来判断,还要根据其生态和经济足迹来判断。催化提供了一种实现更有效和环境友好的过程的手段:反应加速,过程所需的能量减少,获得更少的浪费副产品。总的来说,催化在化学过程中节省能源,时间和成本方面发挥着重要作用。此外,在对映选择性催化的特定情况下,催化剂还提供了选择性合成产物的两种可能的不可重叠镜像之一所需的不对称性来源-所谓的对映异构体。对映体纯化合物的选择性合成在日常生活中的无数产品的制备中是至关重要的,从药物和农产品到聚合物和智能材料。该提案的主要主题是将有机金属试剂加成到C=O键上的化学反应。该反应是有机化学中产生新的C-C键的最有力的工具之一,并且已经用有机锌和有机硼试剂进行了广泛的研究。然而,有机镁和有机锂试剂的高反应活性限制了它们在该领域的应用。有机镁和有机锂试剂都是更容易获得且经济上可行的亲核试剂的事实推动了新型合适催化体系的开发以满足科学、经济和环境需求。我们实验室最近的发现提出了一种现成的催化剂,作为将有机镁和有机锂试剂加成到C=O键上的杰出方法的一部分。这种最近建立的方法的机制仍然是未知的,通过这里提出的研究,我们打算更好地了解该过程-这将允许进一步改进该方法(例如,通过解决当前关于底物范围的限制)。此外,我们还将研究这种新型催化体系在氟化分子生产中的应用,氟化分子的独特性质使其作为药剂和先进材料特别有吸引力。

项目成果

期刊论文数量(10)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Synthesis of Optimized Molecularly Imprinted Polymers for the Isolation and Detection of Antidepressants via HPLC.
用于通过 HPLC 分离和检测抗抑郁药的优化分子印迹聚合物的合成。
Catalytic Synthesis of Enantiopure Chiral Alcohols via Addition of Grignard Reagents to Carbonyl Compounds
  • DOI:
    10.1021/acscatal.5b02832
  • 发表时间:
    2016-03-01
  • 期刊:
  • 影响因子:
    12.9
  • 作者:
    Collados, Juan F.;Sola, Ricard;Macia, Beatriz
  • 通讯作者:
    Macia, Beatriz
Synthesis of a-Substituted Diphenylphosphinocarboxylic Acids and Their Palladium Complexes
α-取代二苯基膦甲酸及其钯配合物的合成
  • DOI:
    10.1055/s-0036-1588328
  • 发表时间:
    2016
  • 期刊:
  • 影响因子:
    2
  • 作者:
    Fernández-Ibáñez M
  • 通讯作者:
    Fernández-Ibáñez M
Alcohol Dehydrogenase-triggered Oxa-Michael Reaction for the Asymmetric Synthesis of Disubstituted Tetrahydropyrans and Tetrahydrofurans
  • DOI:
    10.1002/cctc.201900658
  • 发表时间:
    2019-07-09
  • 期刊:
  • 影响因子:
    4.5
  • 作者:
    Eastman, Harry;Ryan, James;O'Reilly, Elaine
  • 通讯作者:
    O'Reilly, Elaine
Ball mill and microwave assisted synthetic routes to Fluoxetine
  • DOI:
    10.1016/j.scp.2016.11.003
  • 发表时间:
    2017-06
  • 期刊:
  • 影响因子:
    6
  • 作者:
    R. Solà;Oliver B. Sutcliffe;C. Banks;Beatriz Maciá
  • 通讯作者:
    R. Solà;Oliver B. Sutcliffe;C. Banks;Beatriz Maciá
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Beatriz Macia Ruiz其他文献

Beatriz Macia Ruiz的其他文献

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