219. C. Bournaud, C. Falciola, T. Lecourt, S. Rosset, A. Alexakis, L. Micouin,
     “On the use of phosphramidite ligands in copper-catalyzed asymmetric transformations with trialkylaluminium reagents”
     Org. Lett. 2006, 8, 3581-3584.

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.

DOI : 10.1021/ol061471e 

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