The First Synthesis of Enantiopure α-Amino Ketimines and Amino Aziridines

The First Synthesis of Enantiopure α-Amino Ketimines and Amino Aziridines

Chiral 1-aminoalkyl chloromethyl ketimines 2 are synthesized in enantiomerically pure form starting from 1-aminoalkyl chloromethyl ketones 1 and different amines. Reduction of amino ketimines 2 and subsequent spontaneus cyclization affords aminoalkyl aziridines 3 with high diastereoisomeric excess a...

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Veröffentlicht in:Journal of organic chemistry 2001-04, Vol.66 (8), p.2764-2768
Hauptverfasser: Concellón, José M, Bernad, Pablo L, Riego, Estela, García-Granda, Santiago, Forcén-Acebal, Ángela
Format: Artikel
Sprache:eng
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Zusammenfassung:Chiral 1-aminoalkyl chloromethyl ketimines 2 are synthesized in enantiomerically pure form starting from 1-aminoalkyl chloromethyl ketones 1 and different amines. Reduction of amino ketimines 2 and subsequent spontaneus cyclization affords aminoalkyl aziridines 3 with high diastereoisomeric excess and without detectable racemization.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo005741x