High-Fidelity Transfer of Chiral Sulfonimidoyl Radicals

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.

Publisher

American Chemical Society

Publication Date

5-2026

Publication Title

Journal of the American Chemical Society

Department

Chemistry and Biochemistry

Document Type

Article

DOI

https://doi.org/10.1021/jacs.6c06952

Keywords

Sulfoximines, Resolution, Alkenes, Memory

Language

English

Format

text

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