Simple 1,2-Diamine Ligands for Asymmetric Addition of Aryllithium Reagents to Imines

Enantioselective addition of various aryllithium reagents to aromatic imines was catalyzed (20 mol‐%) by readily accessible 1,2‐diamines to afford a wide range of protected diarylmethylamines in up to 94 % enantiomeric excess. Furthermore, the absolute configuration of these arylation products was d...

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Bibliographic Details
Published in:European Journal of Organic Chemistry 2005-11, Vol.2005 (22), p.4835-4842
Main Authors: Cabello, Noemi, Kizirian, Jean-Claude, Gille, Ségolène, Alexakis, Alexandre, Bernardinelli, Gérald, Pinchard, Laurent, Caille, Jean-Claude
Format: Article
Language:English
Subjects:
2-addition
Asymmetric 1
Asymmetric 1,2‐addition
Diamines
Imines
Organolithium compounds
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Summary:Enantioselective addition of various aryllithium reagents to aromatic imines was catalyzed (20 mol‐%) by readily accessible 1,2‐diamines to afford a wide range of protected diarylmethylamines in up to 94 % enantiomeric excess. Furthermore, the absolute configuration of these arylation products was determined by using X‐ray crystallography. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200500447