Renzhe Li, Chang Liu, Wenyuan Li, Minh Vy Truong, Seunne W. Khoo, Yunzhou Li, Rohan R. Merchant, Bryan S. Matsuura, Ho Yee Joyce Fung, Shuming Chen, Tian Qin
Radicals with intrinsic stereogenic and radical centers offer a promising yet largely unexplored platform for synthetic chemistry. We reported a family of chiral sulfonimidoyl radicals that enable stereoretentive radical transfer by using our bench-stable reagents. This approach unlocked switchable, modular access to enantioenriched sulfoximines or sulfinamides, avoiding the use of strong oxidants and organometallic nucleophiles. Additionally, mechanistic studies and computational investigations provide insightful and plausible explanations for the observed high fidelity of these underexplored chiral sulfonimidoyl radical species.