
%0 Journal Article
%A Dollt, Heribert 
%A Zabel, Volker 
%T Optically Pure Aminopolyols and Polyoxamic Acid Derivatives from Aziridine-2-carboxylates
%J Australian Journal of Chemistry
%D 1999/05/27
%V 52
%N 4
%P 259-270
%K 
%R https://doi.org/10.1071/C98026
%U https://www.publish.csiro.au/paper/C98026 
%X Various new chiral building blocks could easily be prepared from optically pure cis and trans ethyl 3-(1&#8242;,3&#8242;- dioxolan-4&#8242;-yl)aziridine-2-carboxylates. A stereochemically pure 1,3-dioxolan in the allyl position of an &#945;-bromoacrylate induced a high (3R*,4&#8242;S*) selectivity in the Michael addition with an amine. After oxygen at the inducing centre was exchanged with nitrogen bearing a bulky substituent, the directing influence of this new group was examined. Solvent effects influencing the cis/trans ratio of aziridine formation are discussed. 
