Tetrahedron

Electron transfer induced ring opening of 2-(bromomethyl) aziridines by magnesium in methanol

…, T NguyenVan, M Karikomi, M Rottiers, N De Kimpe

Index: Tehrani, Kourosch Abbaspour; NguyenVan, Tuyen; Karikomi, Michinori; Rottiers, Mario; De Kimpe, Norbert Tetrahedron, 2002 , vol. 58, # 35 p. 7145 - 7152

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Citation Number: 27

Abstract

Three-membered heterocycles, including epoxides, oxaziridines and aziridines are prone to ring opening because of the high ring strain present in these small molecules. As a consequence, ring-opening reactions of small rings by radical rearrangement have received much attention recently (Scheme 1). 1 Ring opening of cyclopropanes 1 (Z=CR 1 R 2 ) and oxiranes (Z=O) via cyclopropylmethyl radicals 2 and 2-oxiranylmethyl radicals 2 (Z=O), ...