FeCl₃‐Catalyzed Diastereodivergent Sulfamidation of Diarylmethanol Diastereomixtures Bearing a Chiral Auxiliary Dependent on Catalyst Loading

Abstract

The FeCl 3 -catalyzed, diastereodivergent sulfamidation of diastereomixtures of diarylmethanols bearing a chiral auxiliary was achieved and was found to be dependent on the catalyst loading. Under these conditions, a variety of substrates bearing different substituents on their aromatic rings could be applied to both reaction pathways. The sulfamide moieties were easily removed to give the corresponding chiral amines. Chiral sulfamides with different stereochemistry were efficiently synthesized as organocatalysts using the present method.