Project description
New decarboxylation mechanism enables new types of C-C bond formations
Carboxylic acids are common in natural compounds and commercial chemicals, making their activation a critical area of research in organic chemistry. Decarboxylative cross-couplings (DCCs) are a promising method that creates new C-C bonds by removing the carboxyl group as a CO2 molecule. Despite being effective, DCCs face limitations owing to the intrinsic stability and poor reactivity of carboxylic acids. With the support of the Marie Skłodowska-Curie Actions programme, the DECross project will develop a groundbreaking approach to activate allyl and propargyl carboxylates, enabling novel enantioselective DCCs. By leveraging a unique decarboxylation mechanism, DECross aims to expand the synthetic possibilities of DCCs, offering transformative methods for organic synthesis and advancing transition metal catalysis.
Objective
Carboxylic acids are widely found in commercialized chemicals and in naturally occurring compounds. Therefore, much attention is
given to their catalytic activation, which over the last years resulted in the development of a variety of new synthetic methods.
Among these, transition metal catalyzed decarboxylative cross-couplings (DCCs) are class of reactions that attracted significant
interest in organic chemistry. These involve the activation of the substrate by removal of the carboxyl group as a molecule of CO2,
and coupling of the formed metal-C bond with an electrophilic reaction partner to form a new C-C bond. However, despite the utility
of this strategy, synthetic applications are limited due to the intrinsic stability and poor reactivity of carboxylic acids. In particular, this
field is dominated by the DCC of benzoic acids, and aliphatic carboxylates used in transition-metal-catalyzed polar DCCs are limited to
only two classes: i) α-aryl-acetates or ii) β-carbonyl acids. Moreover, enantioselective DCCs are rare, and controlling the
stereochemistry at the carbanion site has never been reported.
This proposal introduces an innovative activation mode for allyl and propargyl carboxylates towards novel (enantioselective) DCCs.
This is enabled by a mechanistically unique decarboxylation step hat leads to the formation of allyl- and propargyl-metal
intermediates capable of undergoing (enantioselective) alkylation of carbonyl compounds thus providing new C-C bond
disconnections with wide applicability in organic synthesis. This proposal is set to provide new general knowledge in the catalytic
activation of carboxylic acids and in their synthetic exploitation, which is a timely challenge. By unveiling a new DCC manifold and
applying this to new enantioselective transformations, we aim to take DCCs to an applicative level, resulting in a significant
breakthrough in the fields of transition metal catalysis and organic synthesis.
Fields of science (EuroSciVoc)
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
- natural sciences chemical sciences organic chemistry organic acids
- natural sciences chemical sciences catalysis
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Keywords
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Programme(s)
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
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HORIZON.1.2 - Marie Skłodowska-Curie Actions (MSCA)
MAIN PROGRAMME
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Topic(s)
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Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.
Funding Scheme
Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.
Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.
HORIZON-TMA-MSCA-PF-EF - HORIZON TMA MSCA Postdoctoral Fellowships - European Fellowships
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Call for proposal
Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
(opens in new window) HORIZON-MSCA-2024-PF-01
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Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.
35122 Padova
Italy
The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.