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On the use of phosphoramidite ligands in copper-catalyzed asymmetric transformations with trialkylaluminum reagents
Phosphoramidites based on BINOL readily react with trimethylaluminum in “noncoordinating” solvents, leading to the corresponding aminophosphine which is the real ligand in copper-catalyzed asymmetric transformations. This artifact explains the experimental differences in the asymmetric ring opening of meso bicyclic hydrazines using dialkylzinc or trialkylaluminum reagents as nucleophiles.
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Chiral Catalysts,
Chiral catalysts – SlideShare