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Abstract Herein we report the MoO2Dipic promoted sulfonation of alkenes using N−Ts‐hydroxylamine as the quantitative source of Ts. The reaction works with high yields and stereoselectivities for styrenes with a wide variety of substitution patterns. A novel atom transfer radical addition mechanism involving the formation of molybdooxaziridine complex1as the active catalyst, difunctionalization withTs‐NO, followed by oxidation, and then elimination as the rate‐determining‐step for the formation of vinylsulfone3has been proposed. Initial kinetic and mechanistic data indicates the formation ofTs‐NOand provides evidence for the proposed mechanism.more » « lessFree, publicly-accessible full text available March 17, 2026
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Herein we report the zirconooxaziridine promoted aziridination of alkenes using chloramine T as the quantitative source of N. The reaction works with high yields, diastereoselectivities and stereospecificity for a wide variety of substituted alkenes. A potential mechanism involving the formation of a zirconooxaziridine complex as the active catalyst has been proposed and initial mechanistic data would indicate that a highly associative mechanism is the predominant pathway for this transformation.more » « less
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