An Organocatalytic Synthesis ofcis-N-Alkyl- andN-Arylaziridine Carboxylates

Bew, Sean P. ORCID:, Carrington, Rachel, Hughes, David L., Liddle, John and Pesce, Paolo (2009) An Organocatalytic Synthesis ofcis-N-Alkyl- andN-Arylaziridine Carboxylates. Advanced Synthesis & Catalysis, 351 (16). pp. 2579-2588. ISSN 1615-4150

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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
Depositing User: Rachel Smith
Date Deposited: 07 Apr 2011 09:46
Last Modified: 23 Oct 2022 01:46
DOI: 10.1002/adsc.200900474

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