Journal article
Copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted enones. Construction of all-carbon quaternary chiral centers.
- Martin D Département de Chimie Organique, Université de Genève, 30 quai Ernest Ansermet, CH-1211 Genève 4, Switzerland.
- Kehrli S
- d'Augustin M
- Clavier H
- Mauduit M
- Alexakis A
- 2006-06-29
Published in:
- Journal of the American Chemical Society. - 2006
Catalysis
Copper
Free Radicals
Indicators and Reagents
Ketones
Ligands
Molecular Structure
Organometallic Compounds
Stereoisomerism
English
The copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted cyclic enones affords enantioenriched all-carbon quaternary centers with up to 96% ee. The chiral ligand is a diaminocarbene, directly generated in situ. The combination of Grignard reagent and diaminocarbene is unprecedented in conjugate addition, and the additon of the phenyl group, on such enones, cannot be done by other conjugate addition methods.
- Language
-
- English
- Open access status
- closed
- Identifiers
-
- DOI 10.1021/ja0629920
- PMID 16802804
- Persistent URL
- https://folia.unifr.ch/global/documents/147163
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