TBADT-Mediated Photocatalytic Stereoselective RadicalAlkylation of Chiral N-Sulfinyl Imines: Towards EfficientSynthesis of Diverse Chiral Amines

By

• Matteo Leone
  
• Joseph P. Milton
  
• Dorota Gryko
  
• Luc Neuville
  
• Géraldine Masson
  

Herein we describe a sustainable and efficient photocatalytic method for the stereoselective radical alkylation of chiral sulfinyl imines. By employing readily available non-prefunctionalized radical precursors and the cost-effective TBADT as a direct HAT photocatalyst, we successfully obtain diverse chiral amines with high yields and excellent diastereoselectivity under mild conditions. This method provides an efficient approach for accessing a diverse array of medicinally relevant compounds, including both natural and synthetic α-amino acids, aryl ethyl amines, and other structural motifs commonly found in approved pharmaceuticals and natural product.