Synthesis of N-tosylaziridines from substituted alkenes via zirconooxaziridine catalysis

Ali A. Pinarci, Noah Daniecki, Tyler M. TenHoeve, Brandon Dellosso, Rufai Madiu, Liliana Mejia, Seda E. Bektas, Gustavo Moura-Letts

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish (US)
Pages (from-to)4909-4912
Number of pages4
JournalChemical Communications
Volume58
Issue number31
DOIs
StatePublished - Mar 21 2022

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Fingerprint

Dive into the research topics of 'Synthesis of N-tosylaziridines from substituted alkenes via zirconooxaziridine catalysis'. Together they form a unique fingerprint.

Cite this