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

Project Information

VINCAT

Grant agreement ID: 682002

DOI

10.3030/682002

Project closed

EC signature date 14 September 2016

Start date 1 January 2017

End date 30 June 2022

Funded under

• EXCELLENT SCIENCE - European Research Council (ERC)

Total cost

€ 1 940 025,00

EU contribution

€ 1 940 025,00

Coordinated by

UNIVERSITAT WIEN
Austria

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

Summary of the context and overall objectives of the project

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.

Work performed from the beginning of the project to the end of the period covered by the report and main results achieved so far

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.

Progress beyond the state of the art and expected potential impact (including the socio-economic impact and the wider societal implications of the project so far)

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