Investigation of a Flexible Enantiospecific Approach to Aziridines

A flexible approach to functionalized and enantioenriched aziridines has been developed from an intermediate aziridinylmethyl tosylate. This protocol features a Cu-catalyzed Grignard substitution reaction that allows a range of functionalized organic fragments to be incorporated. Moreover, a conveni...

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Veröffentlicht in:	Journal of organic chemistry 2008-02, Vol.73 (3), p.1128-1130
Hauptverfasser:	Jamookeeah, Clare E, Beadle, Christopher D, Jackson, Richard F. W, Harrity, Joseph P. A
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Aziridines - chemical synthesis Aziridines - chemistry Chemistry Copper - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Molecular Structure Organic chemistry Preparations and properties Stereoisomerism
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Beschreibung
Zusammenfassung:	A flexible approach to functionalized and enantioenriched aziridines has been developed from an intermediate aziridinylmethyl tosylate. This protocol features a Cu-catalyzed Grignard substitution reaction that allows a range of functionalized organic fragments to be incorporated. Moreover, a convenient one-pot procedure is outlined that allows the trityl group to be exchanged for a range of common N-protecting groups.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo7023637