Journal
CHEMICAL COMMUNICATIONS
Volume 58, Issue 31, Pages 4909-4912Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc00686c
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Funding
- National Science Foundation [CHE-1752085, CHE-1827938]
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In this study, the zirconooxaziridine promoted aziridination of alkenes using chloramine T as the quantitative source of N was reported, showing 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, with initial mechanistic data indicating a highly associative mechanism as the predominant pathway for this transformation.
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.
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