1206630-75-2Relevant academic research and scientific papers
Synthesis of orthogonally protected azepane β-amino ester enantiomers
Kazi, Brigitta,Kiss, Loránd,Forró, Eniko,Fül?p, Ferenc
, p. 82 - 85 (2010)
A simple and convenient route is presented for the preparation of regio- and stereoisomers of novel azepane β-amino esters, starting from bicyclic β-lactam isomers. The synthetic procedure consists of dihydroxylation of the olefinic bond of the alicyclic amino esters, followed by NaIO4-mediated cleavage of the diol intermediate and reductive ring closure, which furnishes novel regioisomeric 5-aminoazepane-4-carboxylate and 3-aminoazepane-4-carboxylates. This method also allows the preparation of amino esters with an azepane skeleton in enantiomerically pure form.
