Tetrahedron

Observations on the synthesis of functionalised methyleneaziridines

J Ince, TM Ross, M Shipman, AMZ Slawin, DS Ennis

Index: Ince, Julie; Ross, Tracey M.; Shipman, Michael; Slawin, Alexandra M.Z.; Ennis, David S. Tetrahedron, 1996 , vol. 52, # 20 p. 7037 - 7044

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Citation Number: 38

Abstract

N-Triphenylmethyl-2-methyleneaziridine 8 was synthesised from N-(2-bromo-2-propenyl)- amine7 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 ...