Objective
Research objectives and content
Recently two new biologically active natural products based on nonadridic structures were isolated and characterised. Retro-biosynthetic analysis indicates that these seemingly complex products may be derived from the dimerisation of two closely related and simpler anhydride sub-units.We wish to attempt to reduce the synthesis of nonadride derivatives (comparable to the isolated natural products), to a (4+6)-cycloaddition of suitable precursors as the key step of a short biomimetic synthetic approach.Alkenylated aconitic acid esters and maleic anhydride derivatives containing different sidechains should be obtained starting from dihalogenated maleic anhydride by two consecutive tin-based coupling reactions, or a tin-based coupling reaction and a subsequent addition/elimination reaction, using easy accessible organotin reagents under mild conditions. After consecutive deprotection, decarboxylation and deprotonation of the derived aconitic acid esters, or after deprotonation of suitable maleic anhydride derivatives, a suprafacial, suprafacial (4+6)-cycloaddition with aconitic acid esters should form nonadridic anions as key intermediates, which should be converted in situ into the desired products via intramolecular cyclisation.
Training content (objective, benefit and expected impact)
The objective of this research project is to develop a straightforward synthesis of derivatives of biologically active natural products. The combination of various modern tranformations of organometallic chemistry to a total synthesis and the structural characterisation of intermediates and final products will extend the synthetic experience of the applicant. Links with industry / industrial relevance (22)
The obtained products will be tested for biological activity in collaboration with Glaxo-Wellcome plc.
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.
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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.
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.
Call for proposal
Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
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Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
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.
Coordinator
OX1 3QY 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.