Synthesis of Chiral o-Aminobenzylamines by Stereoselective Addition of Grignard Reagents to N-[(o-Aminophenyl)methylene]sulfinamides

Chiral o-aminobenzylamines are synthons for many chiral ligands and catalysts that have been widely used in asymmetric synthesis. Here, we report a highly efficient and stereoselective addition of Grignard reagents to N-[(o-aminophenyl)methylene]sulfinamides to give a range of o-aminosulfinylimines in good yields with good to excellent diastereoselectivities.

Automated summary

This study presents a highly efficient method for the addition of Grignard reagents to N-[(o-aminophenyl)methylene]sulfinamides to produce a range of o-aminosulfinylimines with good to excellent diastereoselectivities.