Project description
Uncommon nucleophiles could advance the field of asymmetric Suzuki reactions
A Suzuki reaction provides a simple route to creating carbon-carbon bonds to form compounds that can serve as the starting points for synthesising a variety of organic bioactive compounds. In this palladium-catalysed reaction, the coupling partners are an electrophile, usually an organohalide, and a nucleophile, usually a boronic acid. The EU-funded BISBORONDYKAT project plans to develop a general cross-coupling procedure that will effectively allow the use of 1,1-bis(boryl)alkanes in asymmetric Suzuki reactions. To achieve this transformation, it will use the dynamic kinetic asymmetric transformation protocol recently developed by the research group. The new method could lead to new advances in asymmetric cross-coupling reactions, with important implications for the development of new drugs.
Objective
Suzuki−Miyaura coupling (SMC) has emerged as a powerful strategy in the field of cross-coupling reactions and is widely used in synthetic organic chemistry and drug development. Asymmetric SMC reactions employing aryl/alkenyl boronic acid is well developed; however, no general Csp3 – Csp3 Suzuki-Miyaura coupling is currently available. Furthermore, the asymmetric addition of benzylic nucleophile or 1,1-difunctionalized reagents as a nucleophile is quite rare.
This proposal aims to develop a general cross-coupling procedure that will effectively allow the use of 1,1-bisboryl alkanes in asymmetric SMC reactions. We intend to utilise the rhodium and copper catalysed dynamic kinetic asymmetric transformations (DYKAT) protocol developed in the Fletcher group to achieve this transformation. The corresponding enantioenriched product would feature boronic ester moiety equipped for further modification. Furthermore, the transformation would serve as an alternative protocol for the addition of difficult to install benzylic group. The method would provide a significant advancement in asymmetric cross-coupling reactions and would fortify the broad applicability of DYKATs in SMC reactions in the field of synthesis, medicinal and materials chemistry.
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.
- medical and health sciences basic medicine pharmacology and pharmacy drug discovery
- natural sciences chemical sciences organic chemistry
- natural sciences chemical sciences inorganic chemistry transition metals
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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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H2020-EU.1.3. - EXCELLENT SCIENCE - Marie Skłodowska-Curie Actions
MAIN PROGRAMME
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H2020-EU.1.3.2. - Nurturing excellence by means of cross-border and cross-sector mobility
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Topic(s)
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.
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.
MSCA-IF - Marie Skłodowska-Curie Individual Fellowships (IF)
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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) H2020-MSCA-IF-2019
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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.
OX1 2JD Oxford
United Kingdom
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.