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Aziridine synthesis via nucleophilic attack of carbene equivalents on imines: the aza-Darzens reaction

Sweeney, J.B. (2009) Aziridine synthesis via nucleophilic attack of carbene equivalents on imines: the aza-Darzens reaction. European Journal of Organic Chemistry (29). pp. 4911-4919. ISSN 1434-193X

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To link to this article DOI: 10.1002/ejoc.200900211

Abstract/Summary

The development of new methods for the efficient synthesis of aziridines has been of considerable interest to researchers for more than 60 years, but no single method has yet emerged as uniformly applicable, especially for asymmetric synthesis of chiral aziridines. One method which has been intensely examined and expanded of late involves the nucleophilic addition to imines by anions bearing a-leaving groups; by analogy with the glycidate epoxide synthesis, these processes are often described as "aza-Darzens reactions". This Microreview gives a summary of the area, with a focus on contemporary developments. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11642
Uncontrolled Keywords:Nitrogen heterocycles, Carbene equivalent, Cyclization, Ylides, Asymmetric synthesis , CATALYTIC ASYMMETRIC AZIRIDINATION, HIGHLY STEREOSELECTIVE-SYNTHESIS, ALKYLIDENE TRANSFER REAGENTS, CHIRAL AZIRIDINES, VINYL AZIRIDINES, DIMETHYLOXOSULFONIUM METHYLIDE, N-DIPHENYLPHOSPHINYLIMINES, ENANTIOSELECTIVE SYNTHESIS, ACTIVATED IMINES, SULFINYL IMINES

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