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COOPCAT SIGNED

Cooperative Lewis base / Metal-Catalyzed Enantioselective Annulations

Total Cost €

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EC-Contrib. €

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Partnership

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 COOPCAT project word cloud

Explore the words cloud of the COOPCAT project. It provides you a very rough idea of what is the project "COOPCAT" about.

yield    substrate    bioactive    alpha    structures    offers    intend    identical    time    acidic    medicine    cycloaddition    demand    combined    catalytic    enolates    catalysis    powerful    combination    greener    catalyst    dihydropyridazinone    energy    amination    c1    42    compound    regio    cooperative    innovative    selectively    exhibit    plan    dihydrobenzooxazinones    annulation    43    molecules    metal    enantiopurity    previously    provides    healthcare    synthesis    decarboxylative    esters    annulations    classes    advantages    acylammonium    benefits    diverse    gong    stereocontrol    ethynyl    reactivity    strategy    epsilon    chemical    isothiourea    nucleophiles    lactones    lewis    activation    substrates    reactions    reducing    rapid    class    acid    dihydroquinolinone    base    ammonium    demonstrated    single    alone    natural    catalysts    small    generate    acting    enantioselective    32    mode    outwork    biologically    nucleophilic    salt    ring    stereoselective    tool    opening    synthetic    chemistry    compatibility    expansion    chiral    52    first    employing    asymmetric    overcome    ion    impossible   

Project "COOPCAT" data sheet

The following table provides information about the project.

Coordinator
UNIVERSITY OF BRISTOL 

Organization address
address: BEACON HOUSE QUEENS ROAD
city: BRISTOL
postcode: BS8 1QU
website: www.bristol.ac.uk

contact info
title: n.a.
name: n.a.
surname: n.a.
function: n.a.
email: n.a.
telephone: n.a.
fax: n.a.

 Coordinator Country United Kingdom [UK]
 Total cost 224˙933 €
 EC max contribution 224˙933 € (100%)
 Programme 1. H2020-EU.1.3.2. (Nurturing excellence by means of cross-border and cross-sector mobility)
 Code Call H2020-MSCA-IF-2018
 Funding Scheme MSCA-IF-EF-ST
 Starting year 2019
 Duration (year-month-day) from 2019-06-01   to  2021-05-31

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    UNIVERSITY OF BRISTOL UK (BRISTOL) coordinator 224˙933.00

Map

 Project objective

We plan to make innovative use of two catalysts in combination to achieve reactivity impossible with single catalysts acting alone and so develop new synthetic methods for the synthesis of biologically important compound classes. Catalytic approaches to chemical synthesis provide great benefits in terms of reducing the demand for energy and resources, and outwork will enable a ‘greener’ approach to molecules of value in medicine and healthcare. The combination of two catalysts (one acidic, one nucleophilic) offers particular advantages, but presents challenges of compatibility that we intend to overcome. Previously, Gong has demonstrated that chiral isothiourea Lewis base catalyst may be combined with the second mode of activation, such as Lewis acid catalysis, to enable α-amination of esters and decarboxylative [42] annulation of 4-ethynyl dihydrobenzooxazinones. We will build on this work by developing a new class of catalytic asymmetric C1 ammonium enolates as nucleophiles for ring opening and ring expansion chemistry. A chiral Lewis base and a metal salt will work together to promote acylammonium ion formation, ring opening, ring expansion and [43] and [42] cycloaddition chemistry. The reactions will exhibit regio- and stereocontrol, and we will aim for high yield and enantiopurity. This cooperative catalytic strategy, using a chiral Lewis base and a metal salt together, provides a powerful synthetic tool for the rapid stereoselective synthesis of small ring natural products and other bioactive targets. For the first time, it will provide a method for enantioselective [32], [42] and [52] annulations to generate ε-lactones, dihydropyridazinone, and dihydroquinolinone structures. It remains a challenge to selectively generate diverse products from identical substrates, and we intend to demonstrate that this is possible by employing catalyst rather than substrate control.

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