Aziridines in one step from hydantoins via Red-Al mediated ring-contraction

F von Kieseritzky, J Lindström

Index: Von Kieseritzky, Fredrik; Lindstroem, Johan Tetrahedron Letters, 2011 , vol. 52, # 35 p. 4558 - 4561

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Citation Number: 3

Abstract

However in our hands, attempted reductions with Red-Al often resulted in the appearance of a curious by-product in varying proportions. Typically, longer reaction times, elevated temperatures and the use of an excess of Red-Al seemed to favor the formation of this by-product, which we came to identify as aziridine 3. ... Intrigued by these findings, we proceeded to investigate the possibilities of steering the reaction so that it would consistently give aziridine as the ...