The first synthesis of enantiopure alpha-amino ketimines and amino aziridines

Authors
Concellon, JM Bernad, PL Riego, E Garcia-Granda, S Forcen-Acebal, A
Citation
Jm. Concellon et al., The first synthesis of enantiopure alpha-amino ketimines and amino aziridines, J ORG CHEM, 66(8), 2001, pp. 2764-2768
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
8
Year of publication
2001
Pages
2764 - 2768
Database
ISI
SICI code
0022-3263(20010420)66:8<2764:TFSOEA>2.0.ZU;2-9
Abstract
Chiral l-aminoalkyl chloromethyl ketimines 2 are synthesized in enantiomeri cally pure form starting from l-aminoalkyl chloromethyl ketones 1 and diffe rent amines. Reduction of amino ketimines 2 and subsequent spontaneus cycli zation affords aminoalkyl aziridines 3 with high diastereoisomeric excess a nd without detectable racemization.