Work

High-Fidelity Transfer of Chiral Sulfonimidoyl Radicals

Year: 2026

Type: article

Abstract: 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.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.6c06952

Authors: 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

Institutions: The University of Texas Southwestern Medical Center, Oberlin College, Merck & Co., Inc., Rahway, NJ, USA (United States)

Language: English

Topic: Synthesis and Catalytic Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, Welch Foundation, Camille and Henry Dreyfus Foundation, University of Texas Southwestern Medical Center, National Institutes of Health, National Institute of General Medical Sciences

Awards: MRI: Acquisition of a high-performance computing cluster to enhance undergraduate research and education across the sciences at Oberlin College, G4504727627, G6703261428, Development of Sulfur-Based Reactions with Translational Applications

OpenAlex ID: W7161631086

FWCI: 7.203

Cites: 66

Cited by: 4

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