Skip to main content
Przejdź do strony domowej Komisji Europejskiej (odnośnik otworzy się w nowym oknie)
polski pl
CORDIS - Wyniki badań wspieranych przez UE
CORDIS
Zawartość zarchiwizowana w dniu 2024-06-18

Arylation and Vinylation of Enolates: New Reactivity from the Urea Linkage

Cel

Enols and enolates are among the most versatile nucleophiles in chemistry: they react well with alkylating agents or carbonyl compounds, but their coupling with aryl or alkenyl halides is usually dependent on Pd-based catalysts for enol–aryl coupling. In this proposal we aim to develop new possibilities for enolate arylation that reveal fundamental new reactivity and will have repercussions throughout the science of synthetic planning. The method builds on some arylation reactions of urea-containing organolithiums, first reported in 2007, which turn out to be general for a variety of compound classes. Preliminary experiments show that enolates also undergo this arylation, providing a simple way of introducing an Ar+ equivalent to an enolate nucleophile without the need for heavy-metal catalysis.
We propose to develop this reaction into a simple and versatile method for the challenging arylation of enolates. The resulting transformation will have broad application to the synthesis of biologically active targets, both natural and non-natural, of value to the pharmaceutical, agrochemical and related fine chemicals industries. Extension beyond the amino acids could see the method rooted among the canon of enolate-based C–C bond forming reactions.

Key objectives are:
• Arylation and vinylation of amino acids: We will optimise the enolate methodology for the synthesis of quaternary amino acid targets.
• Controlling absolute configuration: We will develop an asymmetric version of the reaction (ideally based on chiral metal ligands, but alternatively other structures) for the enantioselective synthesis of quaternary amino acids.
• Mechanistic investigation: Unravelling the remarkable mechanism of the reaction will throw light on other possible future directions for the research.
• Extending to other carboxylic acid derivatives.
• Arylation and vinylation of ketones and aldehydes.
• Synthesis of valuable target molecules.

Dziedzina nauki (EuroSciVoc)

Program(-y)

Temat(-y)

Zaproszenie do składania wniosków

FP7-PEOPLE-2013-IEF
Zobacz inne projekty w ramach tego zaproszenia

System finansowania

MC-IEF - Intra-European Fellowships (IEF)

Koordynator

THE UNIVERSITY OF MANCHESTER
Wkład UE
€ 221 606,40
Adres
OXFORD ROAD
M13 9PL Manchester
Zjednoczone Królestwo
Region
North West (England) Greater Manchester Manchester
Rodzaj działalności
Higher or Secondary Education Establishments
Linki
Koszt całkowity
Brak danych