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In non-coordinating solvents, borane was shown to be an efficient directing group for the stereoselective 1,2-addition of organolithium reagents to P-stereogenic N-phosphanylimines. Selectivity was reversed in coordinating solvents. This process can lead to novel ligand scaffolds for asymmetric catalysis.

Borane as an efficient directing group. Stereoselective 1,2-addition of organometallic reagents to borane P-stereogenic N-phosphanylimines