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
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container_title Journal of organic chemistry
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creator Jamookeeah, Clare E
Beadle, Christopher D
Jackson, Richard F. W
Harrity, Joseph P. A
description 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.
doi_str_mv 10.1021/jo7023637
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subjects 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
title Investigation of a Flexible Enantiospecific Approach to Aziridines
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