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A Unified Approach to Redox-Neutral C-C Couplings: Exploiting Vinyl Cation Rearrangements

Periodic Reporting for period 4 - VINCAT (A Unified Approach to Redox-Neutral C-C Couplings: Exploiting Vinyl Cation Rearrangements)

Reporting period: 2021-07-01 to 2022-06-30

In this project, we aim to develop chemical reactions that create important new bonds between atoms without generating wasteful by-products.
We do this by proposing a new paradigm for chemical synthesis, which we term VINCAT.
The pressing demands of a growing world population and the need to develop environmentally friendly chemistry to power the needs of society render this project important.
We have, among several other achievements, devised a new way to prepare a family of compounds that had been essentially unreachable by chemical synthesis.
These are so-called 1,4-dicarbonyl compounds, molecules of great importance as e.g. potential treatments for cancer.
The work done on these classes of substances within the scope of this project has opened broad perspectives for biology and pharmacology which we are keen to explore.
Other highlights of the work done within VINCAT include alpha-fluorination of carbonyls employing fluoride but also olefinations deploying sulfonium ylides.
We have been able to break ground on the synthesis of 1,4-dicarbonyls and the transfer of chirality from a sulfur atom to a carbon atom. This has very important consequences in asymmetric synthesis, the discipline of organic synthesis that aims to prepare molecules of a single "handedness", such as the ones that exist in Nature.
1,4-dicarbonyl synthesis made possible by VINCAT