title: Symmetric diarylsulfoxides as asymmetric sulfinylating reagents for dialkylmagnesium compounds.
abstract: At −78 °C, primary dialkylmagnesium compounds reacted with diarylsulfoxides when 1.5 equiv of the dilithium salt of (S)-BINOL was added as a promotor. Alkyl aryl sulfoxides resulted in up to quantitative yield and with up to 97% ee. This demonstrates the feasibility of asymmetric sulfinylations by achiral sulfinylating agents (from the perspective of Alkyl2Mg) as well as the feasibility of asymmetric sulfoxide–magnesium exchanges (from the perspective of Ar2SO).
authors.forename: Simon
authors.initials: S
authors.lastname: Ruppenthal
authors.forename: Reinhard
authors.initials: R
authors.lastname: Brückner
mesh_terms: D002384:Catalysis; D007202:Indicators and Reagents / Q000737:chemistry*; D017616:Magnesium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D013237:Stereoisomerism; D013454:Sulfoxides / Q000737:chemistry*
chemical_list: C406944:BINOL, naphthol; D007202:Indicators and Reagents; D017616:Magnesium Compounds; D009284:Naphthols; D013454:Sulfoxides