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Synthesis 2012; 44(18): 2851-2858
DOI: 10.1055/s-0030-1260261
DOI: 10.1055/s-0030-1260261
special topic
Aziridine-2-carboxaldehyde Dimers Undergo Homo-Ugi 4-Component-5-center Reactions
Further Information
Publication History
Received: 18 April 2012
Accepted: 11 May 2012
Publication Date:
11 July 2012 (online)
Abstract
Dimeric α-aziridine aldehydes have been used as the aldehyde component in Ugi and Passerini reactions. The highly reactive mixed anhydride intermediate is subject to nucleophilic attack by the aziridine, leading to ‘homo-Ugi’ β-acylaziridinyl-α-aminoamides. The products can be readily transformed into substituted lactones.
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