Diastereoselective Addition of Allylzinc Reagents to Sulfinimines

Significance

The diastereoselective addition of organometallic reagents to chiral sulfinimines is a well-known method for generating new stereocenters, and examples of addition of unsubstituted allylmagnesium reagents are abundant. In this work the authors report the efficient asymmetric addition of substituted racemic allylzinc reagents to Ellman’s imine (1). Formation of homoallylic amines bearing two new stereocenters in excellent yield and diastereoselectivity is described.