%0 Journal Article
%@ 1040-0400
%A  Gurka András Attila
%A  Szőri Kornél
%A  Szőri Milán
%A  Bartók Mihály
%A  London Gábor
%A Szerves Kémiai Tanszék SZTE / TTIK / KI SZT [2016-],
%A Szerves Kémiai Intézet TTK SZKI [2012-],
%A Kémiai Intézet ME / AVK KI [2004-],
%A Sztereokémiai Kcs-TTIK SZTE / MTASZTESZK SZKTTIK [2000-2022],
%D 2017
%F publicatio:27953
%J STRUCTURAL CHEMISTRY
%N 2
%P 415-421
%T Application of hydroxyproline derivatives in enantioselective α-amination reactions in organic and aqueous environments: a structure-activity relationship study
%U http://publicatio.bibl.u-szeged.hu/27953/
%V 28
%X We examined the activity of a series of L-hydroxyproline derivatives in enantioselective alpha-amination reaction between diethyl azodicarboxylate and propanal both in organic and aqueous media. In organic media most of the catalysts showed high activity and enantioselectivities comparable to that accessible with L-proline that is among the best catalysts in the reaction. The catalysts showed good activity under aqueous conditions as well; however, only low enantioselectivities were obtained in this case, primarily due to the racemisation of the product under the reaction conditions. Thus, the attempted achiral acid/base additive-driven stereocontrol was not feasible on a practical level.