Observations on the synthesis of functionalised methyleneaziridines

J Ince, T M Ross, M Shipman, A M Z Slawin, D S Ennis

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

N-Triphenylmethyl-2-methyleneaziridine 8 was synthesised from N-(2-bromo-2-propenyl)-amine 7 by treatment with sodium amide in liquid ammonia and its structure established using x-ray crystallography. Using modified conditions, (S)-N-(1-phenylethyl)-2-methyleneaziridine 9 was prepared in enantiomerically enriched form. Studies directed towards the synthesis of N-tosyl and N-Boc methyleneaziridines 14 and 15 respectively reveal limitations with this methodology. Copyright (C) 1996 Elsevier Science Ltd

Original languageEnglish
Pages (from-to)7037-7044
Number of pages8
JournalTetrahedron
Volume52
Issue number20
Publication statusPublished - 13 May 1996

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