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Content archived on 2024-06-18

Catalytic Asymmetric C-C bond formation with Organo-Lithium reagents

Objective

Carbon–carbon bond formation is at the hearth of chemistry and the development of new methodology for catalytic enantioselective C-C bond formation continues to be a major challenge for synthesis. After more than 80 years since the introduction of organolithium reagents, no general, highly enantioselective and practical catalytic C-C bond formation with organolithium reagents exists. In preliminary studies, Feringa´s group have recently discovered that simple alkyl lithium reagents (MeLi, n-BuLi) yield excellent enantioselectivities in copper catalyzed asymmetric allylic alkylation. The subject of the project is the development of new methodologies for highly asymmetric catalyzed C-C bond formation using organolithium reagents. In this research project will try to accomplish the catalytic asymmetric allylic substitution with aryllithium reagents, catalytic asymmetric vinylation of allylic halides and the development of other highly desirable transformations (like the asymmetric formation of chiral quaternary centers via allylic substitution or allyllic alkylation with secondary alkyl lithium reagents). The methodology will be explored in a number of challenging transformations outlined above and the catalysts optimized through chiral ligand screening and optimization of reaction parameters.

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Call for proposal

FP7-PEOPLE-2011-IEF
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Coordinator

RIJKSUNIVERSITEIT GRONINGEN
EU contribution
€ 183 805,80
Address
Broerstraat 5
9712CP Groningen
Netherlands

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Activity type
Higher or Secondary Education Establishments
Links
Total cost
No data