An organocatalytic synthesis of cis-N-alkyl- and N-arylaziridine carboxylates

Bew, Sean P. ORCID: https://orcid.org/0000-0002-9087-9463, Carrington, Rachel, Hughes, David L., Liddle, John and Pesce, Paolo (2009) An organocatalytic synthesis of cis-N-alkyl- and N-arylaziridine carboxylates. Advanced Synthesis & Catalysis, 351 (16). pp. 2579-2588. ISSN 1615-4150

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Abstract

An extremely mild protocol that employs readily available starting materials, i.e., aldehyde, amine and alkyl diazoacetate, returns structurally diverse N-substituted-C-2/3-difunctionalised aziridines in excellent yields and stereoselectivities when pyridinium triflate is incorporated as an organocatalyst. The reaction process is environmentally benign affording water and nitrogen as the only by-products. This racemic protocol paves the way for the development of novel asymmetric organocatalysts capable of generating optically active aziridines.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry (former - to 2024)
UEA Research Groups:	Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis (former - to 2025) Faculty of Science > Research Groups > Synthetic and Medicinal Chemistry
Depositing User:	Rachel Smith
Date Deposited:	07 Apr 2011 09:46
Last Modified:	18 Jun 2026 15:03
URI:	https://ueaeprints.uea.ac.uk/id/eprint/28345
DOI:	10.1002/adsc.200900474

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