CORDIS
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CORDIS

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Escaping from Flatland by “de novo” Catalytic Decarboxylation Techniques

Project information

Grant agreement ID: 883756

Status

Grant agreement signed

  • Start date

    1 November 2020

  • End date

    31 October 2025

Funded under:

H2020-EU.1.1.

  • Overall budget:

    € 2 500 000

  • EU contribution

    € 2 500 000

Hosted by:

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Spain

Objective

Although cross-coupling reactions have become one of the pillars of modern chemical synthesis, the ability to forge sp3–sp3 bonds with improved flexibility, practicality, predictable site-selectivity, preparative utility, stereocontrol and with nearly zero-generation of waste has eluded chemists for decades, remaining a major challenge and an uncharted cartography in catalytic endeavours. The successful realization of this goal will represent a paradigm shift from the standard logic of organic synthesis in both basic and applied research, as increasing the number of sp3-hybridized carbon atoms has become a necessary goal in the drug discovery pipeline. NOVOFLAT offers a pioneering approach for forging sp3–sp3 linkages via a triple catalytic cascade that enables an unprecedented intramolecular decarboxylation of simple and available carboxylic acid esters with CO2 as the sole byproduct. As ester derivatives simply derive from naturally-occurring carboxylic acids and alcohols, this proposal will allow to rapidly access sp3–sp3 linkages with different electronic and steric requirements, thus providing an invaluable opportunity to streamline the discovery of important architectures with applications across the molecular sciences. Preliminary results demonstrate the feasibility to provide “a la carte” predictable tool that chemists could use to control the site where the sp3–sp3 bond-formation takes place in both aliphatic and cyclic frameworks, even at remote sp3 sites. In addition, our general principle offers an unrecognized opportunity to simultaneously construct sp3–sp3 linkages and control the stereochemistry at remote sp3 sites. In this manner, NOVOFLAT will not only provide new dogmas in retrosynthetic analysis by fundamentally altering the way sp3–sp3 bonds are made, but also open new vistas in “chain-walking” reactions, as the incorporation of chirality throughout the alkyl side-chain constitutes “terra incognita” in these technologies.
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Host institution

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Address

Avenida Paissos Catalans 16
43007 Tarragona

Spain

Activity type

Research Organisations

EU Contribution

€ 2 500 000

Beneficiaries (1)

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Spain

EU Contribution

€ 2 500 000

Project information

Grant agreement ID: 883756

Status

Grant agreement signed

  • Start date

    1 November 2020

  • End date

    31 October 2025

Funded under:

H2020-EU.1.1.

  • Overall budget:

    € 2 500 000

  • EU contribution

    € 2 500 000

Hosted by:

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Spain