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

Sean P. Bew, Rachel Carrington, David L. Hughes, John Liddle, Paolo Pesce

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)2579-2588
Number of pages10
JournalAdvanced Synthesis & Catalysis
Volume351
Issue number16
DOIs
Publication statusPublished - Nov 2009

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