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Synthesis 2022; 54(20): 4513-4520
DOI: 10.1055/a-1879-7974
DOI: 10.1055/a-1879-7974
paper
Metal- and Additive-Free Intermolecular Aziridination of Olefins Using N-Boc-O-tosylhydroxylamine
J.L.J. thanks SERB (YSS/2015/000838) and University Grants Commission – Basic Scientific Research (UGC-BSR, No. F.30-382/2017), New Delhi, for the grants. B.T. thanks SERB, New Delhi for the financial support (CRG/2018/004424).

Abstract
A metal and additive-free stereospecific direct N-H and N-Me aziridination of inactivated olefins is disclosed using N-Boc-O-tosylhydroxylamine (TsONHBoc) as an aminating agent in hexafluoroisopropanol (HFIP). The use of TsONHBoc, which generates the free aminating agent in situ under the reaction conditions, has several inherent advantages over other similar agents, such as low cost, easy access, and stability (non-explosiveness) during storage over a longer time.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1879-7974.
- Supporting Information
Publikationsverlauf
Eingereicht: 20. Mai 2022
Angenommen nach Revision: 20. Juni 2022
Accepted Manuscript online:
20. Juni 2022
Artikel online veröffentlicht:
01. August 2022
© 2022. Thieme. All rights reserved
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For general reviews on aziridine chemistry, see:
For reviews and synthetic utility of aziridines, see:
For selected articles, see:
For selected reviews, see:
For selected articles on N-protected aziridination, see:
For selected articles, see: