C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki−Miyaura Cross-Coupling

C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki−Miyaura Cross-Coupling

Glyoxal bis-hydrazone derived from (S,S)-1-amino-2,5-diphenylpyrrolidine behaves as an excellent ligand for phosphine-free, asymmetric Suzuki-Miyaura cross couplings, thereby affording a variety of enantiomerically enriched biaryls with different substitution patterns. The high catalytic activity of...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 130; no. 47; pp. 15798 - 15799
Main Authors: BERMEJO, Antonio, ROS, Abel, FERNÁNDEZ, Rosario, LASSALETTA, José M.
Format: Journal Article
Language:English
Published: United States American Chemical Society 26-11-2008
Online Access:Get full text
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Summary:Glyoxal bis-hydrazone derived from (S,S)-1-amino-2,5-diphenylpyrrolidine behaves as an excellent ligand for phosphine-free, asymmetric Suzuki-Miyaura cross couplings, thereby affording a variety of enantiomerically enriched biaryls with different substitution patterns. The high catalytic activity of the [PdCl2(bis-hydrazone)] complex allows reactions to be performed at room temperature, affording products with excellent enantioselectivities in all cases.
Bibliography:ark:/67375/TPS-57Q765S9-G
istex:FF8EFC5297B04E6F5382F13897A1218D3779D639
Experimental procedures, characterization data, and ee determinations. This material is available free of charge via the Internet at http://pubs.acs.org.
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja8074693