Application of Chiral Sulfinamides into Formation and Reduction of Sulfinylketimines to Obtain Valuable α-Chiral Primary Amines

Chiral sulfinamides are very valuable, commercially available, and easy to handle chiral auxiliaries. One of the most interesting transformations that can be performed with a chiral sulfinamide is its condensation onto a ketone to form a chiral sulfinylketimine, followed by a reduction to obtain an alpha-chiral primary amine. We review here all the methodologies developed around this condensation/reduction transformation. In the second part, we survey applications of these newly developed methodologies for the synthesis of valuable biologically active compounds, including multikilogram scale synthesis.